Methylamine → HCID 23652720, compound

HRID 1094495Notes

Reaction equation

HRID 1094495 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[C:20]3[C:15](=[CH:16][C:17]([CH2:21][C:22]4[CH:27]=[C:26](Cl)[N:25]=[CH:24][N:23]=4)=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)=[O:10])=[CH:4][C:3]=1[C:29]([F:32])([F:31])[F:30].[CH3:33][NH2:34]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[C:20]3[C:15](=[CH:16][C:17]([CH2:21][C:22]4[CH:27]=[C:26]([NH:34][CH3:33])[N:25]=[CH:24][N:23]=4)=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)=[O:10])=[CH:4][C:3]=1[C:29]([F:32])([F:31])[F:30]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23652719HCID 23652719, compound

Product 1

HCID 23652720HCID 23652720, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 40 mg (0.087 mMol) 6-(6-chloro-pyrimidin-4-ylmethyl)-naphthalene-1-carboxylic acid (4-fluoro-3-trifluoromethyl-phenyl)-amide and 750 μl methylamine (2 M in THF; 1.5 mMol) in 1.5 ml THF is stirred in a sealed vessel for 20 h at rt and 3.5 h at 65° C. Concentration and chromatography (Combi Flash; EtOAc→EtOAc/EtOH 9:1) gives the title compound: MS: [M+1]+=455; TLC(EtOAc/EtOH 9:1): Rf=0.27.

Workup

  1. concentrationConcentration and chromatography (Combi Flash; EtOAc→EtOAc/EtOH 9:1)

Sources & evidence

ORD record
ord-f3ad30ac644f4f97bef2b6e6dd6222f3
Source dataset
uspto-grants-2012_03
Patent number
US08133886B2

Reaction notes

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