Trifluoroacetic acid → HCID 89963417, compound

HRID 337801Notes

Reaction equation

HRID 337801 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([S:23]([N:26](CC2C=CC(OC)=CC=2OC)[C:27]2[CH:32]=[CH:31][N:30]=[CH:29][N:28]=2)(=[O:25])=[O:24])[CH:6]=[CH:7][C:8]=1[O:9][C@H:10]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]1[C:17]1[N:21]([CH3:22])[N:20]=[CH:19][CH:18]=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:23]([NH:26][C:27]2[CH:32]=[CH:31][N:30]=[CH:29][N:28]=2)(=[O:24])=[O:25])[CH:6]=[CH:7][C:8]=1[O:9][C@H:10]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]1[C:17]1[N:21]([CH3:22])[N:20]=[CH:19][CH:18]=1)#[N:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962745HCID 89962745, compound

Product 1

HCID 89963417HCID 89963417, compoundYield 70.4%

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)cycloheptyl]oxy}-N-(pyrimidin-4-yl)benzenesulfonamide (195 mg, 0.32 mmol) prepared in Example 55a, triethylsilane (0.10 mL), trifluoroacetic acid (1.0 mL) and dichloromethane (4.0 mL), to yield the title compound (102 mg, 70%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-7244c40ac9c84ee1890b433d91b9cb6d
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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