Trifluoroacetic acid → HCID 86619309, compound

HRID 2400757Notes

Reaction equation

HRID 2400757 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=2[NH:21][C:22]([C:24]2[CH:29]=[CH:28][N:27]=[C:26]([Cl:30])[CH:25]=2)=[O:23])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34]>ClCCl>[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34].[Cl:30][C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][N:27]=1)[C:22]([NH:21][C:15]1[CH:16]=[CH:17][C:18]([Cl:20])=[CH:19][C:14]=1[N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:23]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86619311HCID 86619311, compound

Product 1

HCID 86619309HCID 86619309, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-{5-chloro-2-[(2-chloro-pyridine-4-carbonyl)-amino]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester (6.7 g, Example 1, Step C) in dichloromethane (20 ml) was treated with trifluoroacetic acid (10 ml) for 20 hours at room temperature. Concentration of the solution under reduced pressure afforded 2-chloro-N-[4-chloro-2-(piperazin-1-yl)-phenyl]-isonicotinamide trifluoroacetate (6.9 g) as a brown solid. MS (ES+) 351/353 (M+H+).

Sources & evidence

ORD record
ord-2441987de35b4b1ba6e84e079ce6fec2
Source dataset
uspto-grants-2014_08
Patent number
US08796274B2

Reaction notes

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