N-[2-Amino-5-(4-chloro-phenyl)-pyridin-3-yl]-3-(6-amino-4-methyl-pyridin-2-yl)-propionamide → HCID 178428707, compound

HRID 2250372Notes

Reaction equation

HRID 2250372 reaction equation
[NH2:1][C:2]1[C:7]([NH:8][C:9](=O)[CH2:10][CH2:11][C:12]2[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([NH2:19])[N:13]=2)=[CH:6][C:5]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[CH:4][N:3]=1>ClCCl.CO>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([C:5]2[CH:6]=[C:7]3[N:8]=[C:9]([CH2:10][CH2:11][C:12]4[N:13]=[C:14]([NH2:19])[CH:15]=[C:16]([CH3:18])[CH:17]=4)[NH:1][C:2]3=[N:3][CH:4]=2)=[CH:22][CH:23]=1

Participants

3

Reactant 1

HCID 68466161N-[2-Amino-5-(4-chloro-phenyl)-pyridin-3-yl]-3-(6-amino-4-methyl-pyridin-2-yl)-propionamide2×

Product 1

HCID 178428707HCID 178428707, compoundYield 46.6%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

36 mg of N-[2-amino-5-(4-chloro-phenyl)-pyridin-3-yl]-3-(6-amino-4-methyl-pyridin-2-yl)-propionamide (compound A9) are treated with 2 g polyphosphoric acid at 125° C. for 24 h. Subsequent workup according to the procedure described herein for example A6 yields 16 mg of the title compound as a viscous oil after chromatography (dichloromethane/methanol 8:1). ESI-MS: 364.4/366.4 (MH+, 100%/36%). TLC: Rf=0.30 (dichloromethane/methanol 8:1).

Sources & evidence

ORD record
ord-f74062a41ebb48559e85c998a37e27cd
Source dataset
uspto-grants-2008_01
Patent number
US07317021B2

Reaction notes

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