Trifluoroacetic acid → HCID 89963608, compound

HRID 337738Notes

Reaction equation

HRID 337738 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C@H:9]2[CH2:13][CH2:12][CH2:11][C@@H:10]2[C:14]2[N:18]([CH3:19])[N:17]=[CH:16][CH:15]=2)[C:5]([F:20])=[CH:4][C:3]=1[S:21]([N:24](CC1C=CC(OC)=CC=1OC)[C:25]1[CH:30]=[CH:29][N:28]=[CH:27][N:26]=1)(=[O:23])=[O:22].C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C@H:9]2[CH2:13][CH2:12][CH2:11][C@@H:10]2[C:14]2[N:18]([CH3:19])[N:17]=[CH:16][CH:15]=2)[C:5]([F:20])=[CH:4][C:3]=1[S:21]([NH:24][C:25]1[CH:30]=[CH:29][N:28]=[CH:27][N:26]=1)(=[O:22])=[O:23]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962529HCID 89962529, compound

Product 1

HCID 89963608HCID 89963608, compoundYield 39.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 1b by using the 2-chloro-N-(2,4-dimethoxybenzyl)-5-fluoro-4-{[(1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(pyrimidin-4-yl)benzenesulfonamide (50.6 mg, 0.0840 mmol) prepared in Example 19b, triethylsilane (0.05 mL), trifluoroacetic acid (1.0 mL) and dichloromethane (1.0 mL), to yield the title compound (15.0 mg, 39%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-0132ec119b914cee8e0c4017feb856bd
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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