Trifluoroacetic acid → HCID 89963469, compound

HRID 337752Notes

Reaction equation

HRID 337752 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([S:21]([N:24](CC2C=CC(OC)=CC=2OC)[C:25]2[CH:30]=[CH:29][N:28]=[CH:27][N:26]=2)(=[O:23])=[O:22])[CH:6]=[CH:7][C:8]=1[O:9][C@H:10]1[CH2:14][CH2:13][CH2:12][C@@H:11]1[C:15]1[N:19]([CH3:20])[N:18]=[CH:17][CH:16]=1)#[N:2].C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[C:1]([C:3]1[CH:4]=[C:5]([S:21]([NH:24][C:25]2[CH:30]=[CH:29][N:28]=[CH:27][N:26]=2)(=[O:23])=[O:22])[CH:6]=[CH:7][C:8]=1[O:9][C@H:10]1[CH2:14][CH2:13][CH2:12][C@@H:11]1[C:15]1[N:19]([CH3:20])[N:18]=[CH:17][CH:16]=1)#[N:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962300HCID 89962300, compound

Product 1

HCID 89963469HCID 89963469, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 1b by using 3-cyano-N-(2,4-dimethoxybenzyl)-4-{[(1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}-N-(pyrimidin-4-yl)benzenesulfonamide (91.0 mg, 0.16 mmol) prepared in Example 26b, triethylsilane (0.10 mL), trifluoroacetic acid (1.0 mL) and dichloromethane (1.0 mL), to yield the title compound (53.3 mg, 79%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-24ff473718564edb8ca210871412a3ce
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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