HCID 58764063, compound → HCID 58764214, compound

HRID 2387033Notes

Reaction equation

HRID 2387033 reaction equation
[CH:1]1([C:6]2([CH2:26][CH2:27][C:28]3[CH:45]=[CH:44][C:31]([O:32][CH2:33][CH2:34][N:35](C)[C:36](=O)OC(C)(C)C)=[C:30]([CH2:46][CH3:47])[CH:29]=3)[CH2:11][C:10]([OH:12])=[C:9]([CH2:13][C:14]3[N:24]=[C:17]4[N:18]=[C:19]([CH3:23])[CH:20]=[C:21]([CH3:22])[N:16]4[N:15]=3)[C:8](=[O:25])[O:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C2(CCC3C=CC(OCCNC(=O)OC(C)(C)C)=C(CC)C=3)CC(O)=C(CC3N=C4N=C(C)C=C(C)N4N=3)C(=O)O2)CCCC1>>[CH:1]1([C:6]2([CH2:26][CH2:27][C:28]3[CH:45]=[CH:44][C:31]([O:32][CH2:33][CH2:34][NH:35][CH3:36])=[C:30]([CH2:46][CH3:47])[CH:29]=3)[O:7][C:8](=[O:25])[C:9]([CH2:13][C:14]3[N:24]=[C:17]4[N:18]=[C:19]([CH3:23])[CH:20]=[C:21]([CH3:22])[N:16]4[N:15]=3)=[C:10]([OH:12])[CH2:11]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 58764063HCID 58764063, compoundHCID 58764094HCID 58764094, compound

Product 1

HCID 58764214HCID 58764214, compound

Procedure

The title compound was prepared analogously to example A(71) where tert-butyl 2-[4-(2-{2-cyclopentyl-5-[(5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl]-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl}ethyl)-2-ethylphenoxy]ethyl(methyl)carbamate (Example A(69)) was substituted in place of tert-butyl 2-[4-(2-{2-cyclopentyl-5-[(5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl]-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl}ethyl)-2-ethylphenoxy]ethylcarbamate in that example. 1H NMR (300 MHz, MeOD): δ 1.16 (t, J=8.54 Hz, 3 H) 1.32-2.35 (m, 11 H), 2.40 (s, 3 H), 2.59-2.75 (m, 14 H), 2.92 (t, J=16.54 Hz, 2 H), 3.84 (t, J=7.54 Hz, 2 H), 6.55 (d, J=2.08 Hz, 1 H), 6.65 (d, J=2.56 Hz, 1 H), 6.95 (m, 2 H).

Sources & evidence

ORD record
ord-831f662233d34bfea2923cfdf816aeb3
Source dataset
uspto-grants-2012_09
Patent number
US08268835B2

Reaction notes

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