HCID 69353948, compound → HCID 10094611, compound

HRID 1827500Notes

Reaction equation

[OH:1][CH2:2][C:3]#[C:4][CH2:5][NH:6][C:7](=[O:39])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]1[CH:23]=[C:22]2[C:18]([C:19]([CH:30]=[CH:31][C:32]3[CH:37]=[C:36]([CH3:38])[CH:35]=[CH:34][N:33]=3)=[N:20][N:21]2C2CCCCO2)=[CH:17][CH:16]=1.C([Si](C)(C)OCC#CCNC(=O)C1C=CC=CC=1NC1C=C2C(C(C=CC3C=C(C)C=CN=3)=NN2C2CCCCO2)=CC=1)(C)(C)C>>[CH3:38][C:36]1[CH:35]=[CH:34][N:33]=[C:32](/[CH:31]=[CH:30]/[C:19]2[C:18]3[C:22](=[CH:23][C:15]([NH:14][C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=4[C:7]([NH:6][CH2:5][C:4]#[C:3][CH2:2][OH:1])=[O:39])=[CH:16][CH:17]=3)[NH:21][N:20]=2)[CH:37]=1

Participants

Reactant 2

HCID 69353948HCID 69353948, compound

HCID 69354000HCID 69354000, compound

Product 1

HCID 10094611HCID 10094611, compound

Procedure

Prepared in a similar manner to that described for Example 7 except using a mixture of N-(4-Hydroxy-but-2-ynyl)-2-[3-[2-(4-methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide and N-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl)-2-[3-[2-(4-methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide instead of N-[4-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl)-2-[3-[2-(4,6-dimethyl -pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide. 1H NMR (DMSO -d6): δ 12.92 (1H, s), 9.83 (1H, s), 9.00 (1H, t, J=5.3 Hz), 8.44 (1H, d, J=4.9 Hz), 8.06 (1H, d, J=9.0 Hz), 7.87 (1H, d, J=16.6 Hz), 7.68 (1H, d, J=7.9 Hz), 7.50–7.38 (4H, m), 7.26 (1H, s), 7.09 (1H, d, J=5.3 Hz), 7.01 (1H, dd, J=8.7, 1.5 Hz), 6.88 (1H,dt, J=6.8, 1.5 Hz), 5.11 (1H, t, J=3.0 Hz), 4.10–4.04 (4H, m), 2.34 (3H, s).

Workup

customPrepared in a similar manner to that

Sources & evidence

ORD record: ord-ce2a042eea1242f4be0c52f7e97b8e92
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07053107B2

Reaction notes

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