HCID 11534741, compound → HCID 11541834, compound

HRID 1919525Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:20]3[CH:15]([CH2:16][CH:17]=[CH:18][CH2:19]3)[C:14](=[O:21])[N:13]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][CH2:28][CH2:29][CH:30]3[CH2:34][CH2:33][CH:32]([CH2:35][CH:36]([C:38]4[CH:43]=[C:42]([F:44])[CH:41]=[CH:40][C:39]=4[O:45][CH3:46])C)[O:31]3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C1(OC2C=C(C3CN(CCCCCNCCC4CCC(CCC5C=C(F)C=CC=5OC)O4)C(=O)C3)C=CC=2OC)CCCC1.C1(OC2C=C(C3CN(CCCCCNCCC4CCC(CCCC5C=C(F)C=CC=5OC)O4)C(=O)C3)C=CC=2OC)CCCC1.COC1C=C(C2C3C(CC=CC3)C(=O)N(CCCCCNCCC(C3C=CC=CC=3)OC3C=CC(C(F)(F)F)=CC=3)N=2)C=CC=1OC.C1(OC2C=C(C3CN(CCCCCNCCC(C4C=CC=CC=4)OC4C=CC(C(F)(F)F)=CC=4)C(=O)C3)C=CC=2OC)CCCC1.COC1C=C(C2C3C(CC=CC3)C(=O)N(CCCCCNCCCC3(C4C=CC(F)=CC=4)CC4C=CC(C#N)=CC=4O3)N=2)C=CC=1OC.C1(OC2C=C(C3CN(CCCCCNCCCC4(C5C=CC(F)=CC=5)CC5C=CC(C#N)=CC=5O4)C(=O)C3)C=CC=2OC)CCCC1.COC1C=C(C2C3C(CC=CC3)C(=O)N(CCCCCNCC3CCC(C4C=CC(OC)=CC=4)O3)N=2)C=CC=1OC.C1(OC2C=C(C3CN(CCCCCNCC4CCC(C5C=CC(OC)=CC=5)O4)C(=O)C3)C=CC=2OC)CCCC1.C1(C2OC(CNCCCCCN3N=C(C4C=CC(OC)=C(OC)C=4)C4C(CC=CC4)C3=O)CC2)CCCCC1.C1(C2OC(CNCCCCCN3CC(C4C=CC(OC)=C(OC5CCCC5)C=4)CC3=O)CC2)CCCCC1.COC1C=C(C2C3C(CC=CC3)C(=O)N(CCCCCNCC3CCC(C4C=CC(C)=C(F)C=4)O3)N=2)C=CC=1OC.C1(OC2C=C(C3CN(CCCCCNCC4CCC(C5C=CC(C)=C(F)C=5)O4)C(=O)C3)C=CC=2OC)CCCC1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:20]3[CH:15]([CH2:16][CH:17]=[CH:18][CH2:19]3)[C:14](=[O:21])[N:13]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][CH2:28][CH2:29][CH:30]3[CH2:34][CH2:33][CH:32]([CH2:35][CH2:36][C:38]4[CH:43]=[C:42]([F:44])[CH:41]=[CH:40][C:39]=4[O:45][CH3:46])[O:31]3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

Reactant 13

HCID 11534741HCID 11534741, compound

HCID 11570890HCID 11570890, compound

HCID 11577423HCID 11577423, compound

HCID 11577691HCID 11577691, compound

HCID 11577713HCID 11577713, compound

HCID 11599745HCID 11599745, compound

HCID 11613391HCID 11613391, compound

HCID 11635959HCID 11635959, compound

HCID 11692467HCID 11692467, compound

HCID 11692488HCID 11692488, compound

HCID 59825613HCID 59825613, compound

HCID 59825624HCID 59825624, compound

HCID 67499816HCID 67499816, compound

Product 1

HCID 11541834HCID 11541834, compound

Procedure

Similar methods were used to prepare 4-(3,4-Dimethoxyphenyl)-2-[5-(2-{5-[2-(5-fluoro-2-methoxyphenyl)-propyl]-tetrahydrofuran-2-yl}-ethylamino)-pentyl]-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one, 4-(3-Cyclopentyloxy-4-methoxy-phenyl)-1-[5-(2-{5-[2-(5-fluoro-2-methoxy-phenyl)-ethyl]-tetrahydro-furan-2-yl}-ethylamino)-pentyl]-pyrrolidin-2-one, 4-(3-Cyclopentyloxy-4-methoxy-phenyl)-1-[5-(2-{5-[3-(5-fluoro-2-methoxy-phenyl)-propyl]-tetrahydro-furan-2-yl}-ethylamino)-pentyl]-pyrrolidin-2-one, 4-(3,4-Dimethoxy-phenyl)-2-{5-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propylamino]-pentyl}-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one, 4-(3-Cyclopentyloxy-4-methoxy-phenyl)-1-{5-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propylamino]-pentyl}-pyrrolidin-2-one, 2-(3-{5-[4-(3,4-Dimethoxy-phenyl)-1-oxo-4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl]-pentylamino}-propyl)-2-(4-fluoro-phenyl)-2,3-dihydro-benzofuran-6-carbonitrile, 2-(3-{5-[4-(3-Cyclopentyloxy-4-methoxy-phenyl)-2-oxo-pyrrolidin-1-yl]-pentylamino}-propyl)-2-(4-fluoro-phenyl)-2,3-dihydro-benzofuran-6-carbonitrile, 4-(3,4-Dimethoxy-phenyl)-2-(5-{[5-(4-methoxy-phenyl)-tetrahydro-furan-2-ylmethyl]-amino}-pentyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one, 4-(3-Cyclopentyloxy-4-methoxy-phenyl)-1-(5-{[5-(4-methoxy-phenyl)-tetrahydro-furan-2-ylmethyl]-amino}-pentyl)-pyrrolidin-2-one, 2-{5-[(5-Cyclohexyl-tetrahydro-furan-2-ylmethyl)-amino]-pentyl}-4-(3,4-dimethoxy-phenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one, 1-{5-[(5-Cyclohexyl-tetrahydro-furan-2-ylmethyl)-amino]-pentyl}-4-(3-cyclopentyloxy-4-methoxy-phenyl)-pyrrolidin-2-one, 4-(3,4-Dimethoxy-phenyl)-2-(5-{[5-(3-fluoro-4-methyl-phenyl)-tetrahydro-furan-2-ylmethyl]-amino}-pentyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one, 4-(3-Cyclopentyloxy-4-methoxy-phenyl)-1-(5-{[5-(3-fluoro-4-methyl-phenyl)-tetrahydro-furan-2-ylmethyl]-amino}-pentyl)-pyrrolidin-2-one.

Sources & evidence

ORD record: ord-9e68e7d8ba4d48958db4cfd1738bbbd8
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08168635B2

Reaction notes

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