Picolinoyl Chloride Hydrochloride → HCID 59411194, compound

HRID 2174644Notes

Reaction equation

HRID 2174644 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](Cl)=[O:9].[CH3:11][C:12]1[C:17]([NH:18][C:19]2[N:24]=[C:23]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[CH:22]=[CH:21][N:20]=2)=[CH:16][C:15]([NH2:31])=[CH:14][N:13]=1>N1C=CC=CC=1>[CH3:11][C:12]1[N:13]=[CH:14][C:15]([NH:31][C:8](=[O:9])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][N:2]=2)=[CH:16][C:17]=1[NH:18][C:19]1[N:24]=[C:23]([C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:21][N:20]=1

Participants

4

Reactant 2

HCID 135033Picolinoyl Chloride HydrochlorideHCID 469098562-Methyl-N3-(4-(pyridin-3-yl)pyriMidin-2-yl)pyridine-3,5-diaMine

Product 1

HCID 59411194HCID 59411194, compoundYield 15.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Picolinoyl chloride hydrochloride salt (96 mg, 0.54 mmol) was added into a solution of 2-methyl-N3-(4-pyridin-3-yl-pyrimidin-2-yl)-pyridine-3,5-diamine (50 mg, 0.18 mmol) in pyridine (1.5 mL). The reaction mixture was stirred at rt under argon atmosphere overnight. After pyridine is removed under reduced pressure, the residue is purified by chromatography to give 10.4 mg of the product as pale yellow solids (Yield: 15%). MS (ESI+) m/z 384.3 [M+H]+

Workup

  1. customAfter pyridine is removed under reduced pressure
  2. customthe residue is purified by chromatography

Sources & evidence

ORD record
ord-3c9a2c04ca9849b6973d08e80fa48ab6
Source dataset
uspto-grants-2015_06
Patent number
US09062023B2

Reaction notes

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