Chlorotrimethylsilane → HCID 68580332, compound

HRID 645719Notes

Reaction equation

Cl[C:2]1[N:3]=[C:4]([NH:21][C:22]2[CH:30]=[CH:29][CH:28]=[C:27]3[C:23]=2[CH:24]=[N:25][NH:26]3)[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1.[NH2:31][C:32]1[CH:40]=[CH:39][C:35]([C:36]([NH2:38])=[O:37])=[CH:34][CH:33]=1.C[Si](Cl)(C)C>C(O)CCC>[NH:26]1[C:27]2[C:23](=[C:22]([NH:21][C:4]3[C:5]4[CH:10]=[CH:9][N:8]([S:11]([C:14]5[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=5)(=[O:13])=[O:12])[C:6]=4[N:7]=[C:2]([NH:31][C:32]4[CH:40]=[CH:39][C:35]([C:36]([NH2:38])=[O:37])=[CH:34][CH:33]=4)[N:3]=3)[CH:30]=[CH:29][CH:28]=2)[CH:24]=[N:25]1

Participants

Conditions

Temperature: 120 °C

Procedure

To a mixture of 2-chloro-N-(1H-indazol-4-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.12 g, 0.27 mmol) and 4-aminobenzamide (0.055 g, 0.4 mmol) in nBuOH (1 ml) was added TMSCl (0.017 ml, 0.14 mmol). After heating at 120° C. for 24 h, the mixture was purified by preparative HPLC to give 4-(4-(1H-indazol-4-ylamino)-7-tosyl-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzamide (0.016 g).

Workup

customthe mixture was purified by preparative HPLC

Sources & evidence

ORD record: ord-f3288d9ab6bd431bb4b701d4b574ab8f
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07705004B2

Reaction notes

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