Trifluoroacetic acid → HCID 89963412, compound

HRID 337771Notes

Reaction equation

HRID 337771 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C@H:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[O:13][C:14]2[C:19]([F:20])=[CH:18][C:17]([S:21]([N:24](CC3C=CC(OC)=CC=3OC)[C:25]3[CH:30]=[CH:29][N:28]=[CH:27][N:26]=3)(=[O:23])=[O:22])=[C:16]([F:42])[CH:15]=2)[CH:5]=[CH:4][N:3]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[NH2:1][C:2]1[CH:7]=[C:6]([C@H:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[O:13][C:14]2[C:19]([F:20])=[CH:18][C:17]([S:21]([NH:24][C:25]3[CH:30]=[CH:29][N:28]=[CH:27][N:26]=3)(=[O:22])=[O:23])=[C:16]([F:42])[CH:15]=2)[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963407HCID 89963407, compound

Product 1

HCID 89963412HCID 89963412, compoundYield 88%

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*)-2-(2-aminopyridin-4-yl)cyclopentyl]oxy}-N-(2,4-dimethoxybenzyl)-2,5-difluoro-N-(pyrimidin-4-yl)benzenesulfonamide (185 mg, 0.310 mmol) prepared in Example 36c, triethylsilane (0.20 mL), trifluoroacetic acid (2.0 mL) and dichloromethane (2.0 mL), to yield the title compound (122 mg, 88%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-867d44c627ea44c68250f0c1ac539947
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

Loading…