Trifluoroacetic acid → HCID 89963362, compound

HRID 337936Notes

Reaction equation

HRID 337936 reaction equation
[F:1][C:2]1([F:43])[CH2:7][C@H:6]([O:8][C:9]2[C:14]([CH3:15])=[CH:13][C:12]([S:16]([N:19](CC3C=CC(OC)=CC=3OC)[C:20]3[S:21][CH:22]=[N:23][N:24]=3)(=[O:18])=[O:17])=[C:11]([F:36])[CH:10]=2)[C@@H:5]([C:37]2[N:41]([CH3:42])[N:40]=[CH:39][CH:38]=2)[CH2:4][CH2:3]1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[F:43][C:2]1([F:1])[CH2:7][C@H:6]([O:8][C:9]2[C:14]([CH3:15])=[CH:13][C:12]([S:16]([NH:19][C:20]3[S:21][CH:22]=[N:23][N:24]=3)(=[O:17])=[O:18])=[C:11]([F:36])[CH:10]=2)[C@@H:5]([C:37]2[N:41]([CH3:42])[N:40]=[CH:39][CH:38]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963217HCID 89963217, compound

Product 1

HCID 89963362HCID 89963362, compoundYield 81%

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*)-5,5-difluoro-2-(1-methyl-1H-pyrazol-5-yl)cyclohexyl]oxy}-N-(2,4-dimethoxybenzyl)-2-fluoro-5-methyl-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (78.8 mg, 0.124 mmol) prepared in Example 125b, triethylsilane (0.20 mL), trifluoroacetic acid (2.0 mL) and dichloromethane (2.0 mL), to yield the title compound (48.6 mg, 81%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-385bb94c74994926b50f184eecb76561
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

Loading…