Trifluoroacetic acid → HCID 89962677, compound

HRID 337812Notes

Reaction equation

HRID 337812 reaction equation
[C:1]([C:3]1[C:4]([O:31][C@H:32]2[CH2:36][CH2:35][CH2:34][C@@H:33]2[C:37]2[N:41]([CH3:42])[N:40]=[CH:39][CH:38]=2)=[CH:5][C:6]([F:30])=[C:7]([S:9]([N:12](CC2C=CC(OC)=CC=2OC)[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][N:14]=2)(=[O:11])=[O:10])[CH:8]=1)#[N:2].C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[C:1]([C:3]1[C:4]([O:31][C@H:32]2[CH2:36][CH2:35][CH2:34][C@@H:33]2[C:37]2[N:41]([CH3:42])[N:40]=[CH:39][CH:38]=2)=[CH:5][C:6]([F:30])=[C:7]([S:9]([NH:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][N:14]=2)(=[O:10])=[O:11])[CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963038HCID 89963038, compound

Product 1

HCID 89962677HCID 89962677, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 1b by using the 5-cyano-N-(2,4-dimethoxybenzyl)-2-fluoro-4-{[(1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(pyrimidin-4-yl)benzenesulfonamide (32.3 mg, 0.0545 mmol) prepared in Example 62d, triethylsilane (0.20 mL), trifluoroacetic acid (2.0 mL) and dichloromethane (2.0 mL), to yield the title compound (21.5 mg, 89%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-75ceebbf63114e05872a83ab9a2e5808
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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