Triethylsilane → HCID 89963001, compound

HRID 337808Notes

Reaction equation

HRID 337808 reaction equation
COC1C=C(OC)C=CC=1C[N:6]([C:31]1[CH:36]=[CH:35][N:34]=[CH:33][N:32]=1)[S:7]([C:10]1[CH:15]=[C:14]([CH:16]=[CH2:17])[C:13]([O:18][C@H:19]2[CH2:23][CH2:22][CH2:21][C@@H:20]2[C:24]2[N:28]([CH3:29])[N:27]=[CH:26][CH:25]=2)=[CH:12][C:11]=1[F:30])(=[O:9])=[O:8].C([SiH](CC)CC)C>ClCCl.FC(F)(F)C(O)=O>[CH2:16]([C:14]1[C:13]([O:18][C@H:19]2[CH2:23][CH2:22][CH2:21][C@@H:20]2[C:24]2[N:28]([CH3:29])[N:27]=[CH:26][CH:25]=2)=[CH:12][C:11]([F:30])=[C:10]([S:7]([NH:6][C:31]2[CH:36]=[CH:35][N:34]=[CH:33][N:32]=2)(=[O:8])=[O:9])[CH:15]=1)[CH3:17]

Participants

5

Reactant 2

HCID 12052TriethylsilaneHCID 89963100HCID 89963100, compound

Product 1

HCID 89963001HCID 89963001, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of the N-(2,4-dimethoxybenzyl)-2-fluoro-4-{[(1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(pyrimidin-4-yl)-5-vinylbenzenesulfonamide (29 mg, 0.05 mmol) prepared in Example 61c and triethylsilane (0.10 mL) in dichloromethane (4.0 mL), trifluoroacetic acid (0.5 mL) was added at room temperature, and the mixture was stirred for 1 hour. The reaction mixture was concentrated to yield a mixture of the title compound and a vinyl derivative.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto yield

Sources & evidence

ORD record
ord-87fae4f0145949eab9e1cec935c3211e
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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