Trifluoroacetic acid → HCID 89963320, compound

HRID 337951Notes

Reaction equation

HRID 337951 reaction equation
[F:1][C:2]1([F:42])[CH2:6][C@H:5]([O:7][C:8]2[CH:13]=[CH:12][C:11]([S:14]([N:17](CC3C=CC(OC)=CC=3OC)[C:18]3[CH:23]=[CH:22][N:21]=[CH:20][N:19]=3)(=[O:16])=[O:15])=[C:10]([F:35])[CH:9]=2)[C@@H:4]([C:36]2[N:40]([CH3:41])[N:39]=[CH:38][CH:37]=2)[CH2:3]1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[F:42][C:2]1([F:1])[CH2:6][C@H:5]([O:7][C:8]2[CH:13]=[CH:12][C:11]([S:14]([NH:17][C:18]3[CH:23]=[CH:22][N:21]=[CH:20][N:19]=3)(=[O:15])=[O:16])=[C:10]([F:35])[CH:9]=2)[C@@H:4]([C:36]2[N:40]([CH3:41])[N:39]=[CH:38][CH:37]=2)[CH2:3]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962213HCID 89962213, compound

Product 1

HCID 89963320HCID 89963320, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 1b by using the 4-{[(1S*,2R*)-4,4-difluoro-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(pyrimidin-4-yl)benzenesulfonamide (105 mg, 0.174 mmol) prepared in Example 136a, triethylsilane (0.30 mL), trifluoroacetic acid (2.0 mL) and dichloromethane (3.0 mL), to yield the title compound (76 mg, 96%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-d2a0be48e42341e2a44d96b61576514d
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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