Trifluoroacetic acid → HCID 89962530, compound

HRID 337984Notes

Reaction equation

HRID 337984 reaction equation
C([O:8][C:9]1[N:14]=[C:13]([N:15](CC2C=CC(OC)=CC=2OC)[S:16]([C:19]2[CH:24]=[C:23]([Cl:25])[C:22]([O:26][C@H:27]3[CH2:32][CH2:31][CH2:30][CH2:29][C@@H:28]3[C:33]3[N:37]([CH3:38])[N:36]=[CH:35][CH:34]=3)=[CH:21][C:20]=2[F:39])(=[O:18])=[O:17])[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[Cl:25][C:23]1[C:22]([O:26][C@H:27]2[CH2:32][CH2:31][CH2:30][CH2:29][C@@H:28]2[C:33]2[N:37]([CH3:38])[N:36]=[CH:35][CH:34]=2)=[CH:21][C:20]([F:39])=[C:19]([S:16]([NH:15][C:13]2[NH:14][C:9](=[O:8])[N:10]=[CH:11][CH:12]=2)(=[O:18])=[O:17])[CH:24]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963436HCID 89963436, compound

Product 1

HCID 89962530HCID 89962530, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 1b by using the N-[2-(benzyloxy)pyrimidin-4-yl]-5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-{[(1S,2R)-2-(1-methyl-1H-pyrazol-5-yl)cyclohexyl]oxy}benzenesulfonamide (0.48 g, 0.66 mmol) prepared in Example 153c, triethylsilane (1.6 mL), trifluoroacetic acid (2.0 mL) and dichloromethane (6.6 mL), to yield the title compound (285 mg, 89%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-cd2eea0166ba4cfaadec7998ea474656
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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