Trifluoroacetic acid → HCID 89963579, compound

HRID 337853Notes

Reaction equation

HRID 337853 reaction equation
[Cl:1][C:2]1[C:3]([O:29][C@H:30]2[CH2:34][CH2:33][CH2:32][C@@H:31]2[C:35]2[N:39]([CH3:40])[N:38]=[CH:37][CH:36]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([N:11](CC2C=CC(OC)=CC=2OC)[C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[C:3]([O:29][C@H:30]2[CH2:34][CH2:33][CH2:32][C@@H:31]2[C:35]2[N:39]([CH3:40])[N:38]=[CH:37][CH:36]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([NH:11][C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:9])=[O:10])[CH:7]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962424HCID 89962424, compound

Product 1

HCID 89963579HCID 89963579, compoundYield 75%

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-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-{[(1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (0.377 g, 0.620 mmol) prepared in Example 87a, triethylsilane (0.50 mL), trifluoroacetic acid (5.0 mL) and dichloromethane (5.0 mL), to yield the title compound (0.212 g, 75%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-4fd7ad94fbd74cde96099688da54b8ba
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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