Trifluoroacetic acid → HCID 58181366, compound

HRID 1465508Notes

Reaction equation

HRID 1465508 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[CH:19]=[C:20]([CH2:23][CH2:24][CH2:25][NH:26][C:27]([NH:29][NH:30]C(OC(C)(C)C)=O)=[O:28])[S:21][CH:22]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].FC(F)(F)C(O)=O>>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[CH:19]=[C:20]([CH2:23][CH2:24][CH2:25][NH:26][C:27]([NH:29][NH2:30])=[O:28])[S:21][CH:22]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67030304HCID 67030304, compound

Product 1

HCID 58181366HCID 58181366, compoundYield 23.3%

Procedure

By a method similar to Production Example 116, step 10, tert-butyl 2-{[3-(4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}thiophen-2-yl)propyl]carbamoyl}hydrazinecarboxylate (255.0 mg, 0.481 mmol) was deprotected with trifluoroacetic acid, and purified by aminopropylated silica gel column chromatography (2%-methanol-dichloromethane mixture) to give the title compound (48.3mg, yield 23.3%) as an off-white solid.

Workup

  1. custompurified by aminopropylated silica gel column chromatography (2%-methanol-dichloromethane mixture)

Sources & evidence

ORD record
ord-18c65b0d55ff4a71aed3f235cbec4678
Source dataset
uspto-grants-2015_04
Patent number
US08999989B2

Reaction notes

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