Bromotrimethylsilane → HCID 178485583, compound

HRID 2279815Notes

Reaction equation

HRID 2279815 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[N:15]=[C:14]([C:16](=[O:19])[NH:17][CH3:18])[C:13]([NH:20][C:21]3[C:26]([C:27]([F:30])([F:29])[F:28])=[CH:25][N:24]=[C:23]([NH:31][C:32]4[CH:46]=[CH:45][C:35]([CH2:36][CH2:37][CH2:38][CH2:39][PH:40](=[O:44])[O:41]CC)=[CH:34][C:33]=4[O:47][CH3:48])[N:22]=3)=[CH:12][CH:11]=2)[CH:7]=[N:6]1.Br[Si](C)(C)C>N1C=CC=CC=1>[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[N:15]=[C:14]([C:16](=[O:19])[NH:17][CH3:18])[C:13]([NH:20][C:21]3[C:26]([C:27]([F:29])([F:30])[F:28])=[CH:25][N:24]=[C:23]([NH:31][C:32]4[CH:46]=[CH:45][C:35]([CH2:36][CH2:37][CH2:38][CH2:39][PH:40](=[O:41])[OH:44])=[CH:34][C:33]=4[O:47][CH3:48])[N:22]=3)=[CH:12][CH:11]=2)[CH:7]=[N:6]1

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 178476808HCID 178476808, compound2×

Product 1

HCID 178485583HCID 178485583, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of ethyl (4-{[4-({6-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)propylphosphinate (Compound 37B, 10 mg, 0.015 mmol) in pyridine (1 mL) was charged with bromotrimethylsilane (0.012 mL, 0.087 mmol). The reaction was stirred at rt for 20 min. The material was not isolated. MS (ESI): m/z 663.23 [M+H]+. UPLC: tR=0.85 min (polar—2 min).

Workup

  1. customThe material was not isolated
  2. customtR=0.85 min (polar—2 min)

Sources & evidence

ORD record
ord-1564163956224e7d88eaccf279d71af0
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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