Trifluoroacetic acid → HCID 67208671, compound

HRID 711229Notes

Reaction equation

HRID 711229 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[C:31]1[CH:36]=[CH:35][N:34]=[C:33]([CH3:37])[CH:32]=1)[CH2:5][NH:6][C:7]([C:9]1[CH:10]=[CH:11][C:12]([N:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)=[N:13][CH:14]=1)=[O:8].FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[C:31]1[CH:36]=[CH:35][N:34]=[C:33]([CH3:37])[CH:32]=1)[CH2:5][NH:6][C:7](=[O:8])[C:9]1[CH:10]=[CH:11][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[N:13][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67208672HCID 67208672, compound

Product 1

HCID 67208671HCID 67208671, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The crude tert-butyl 4-(5-((3-fluoro-4-(2-methylpyridin-4-yl)benzyl)carbamoyl)pyridin-2-yl)piperazine-1-carboxylate 20-2 in dichloromethane (2 mL) was treated with trifluoroacetic acid (TFA, 0.5 mL), and the solution was stirred overnight at room temperature. Evaporation under reduced pressure (with the addition of some toluene to aid evaporation of the residual TFA) followed by lyophilization gave crude N-(3-fluoro-4-(2-methylpyridin-4-yl)benzyl)-6-(piperazin-1-yl)nicotinamide 20-3.

Workup

  1. customEvaporation under reduced pressure (
  2. additionwith the addition of some toluene
  3. customevaporation of the residual TFA)

Sources & evidence

ORD record
ord-257c27d884e94a6a823f4868c5f7c1b4
Source dataset
uspto-grants-2015_11
Patent number
US09181235B2

Reaction notes

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