2-Amino-2-methylpropanamide hydrochloride → N2-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)-2-methylalaninamide

HRID 1867765Notes

Reaction equation

HRID 1867765 reaction equation
[Cl:1][C:2]1[C:3]([F:23])=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([CH2:19]Cl)[CH:17]=3)[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.Cl.[CH3:25][C:26]([C:29]([NH2:31])=[O:30])([CH3:28])[NH2:27]>>[Cl:1][C:2]1[C:3]([F:23])=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([CH2:19][NH:27][C:26]([CH3:28])([C:29]([NH2:31])=[O:30])[CH3:25])[CH:17]=3)[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 145690092-Amino-2-methylpropanamide hydrochlorideHCID 57979822HCID 57979822, compound

Product 1

HCID 57979860N2-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)-2-methylalaninamideYield 49.1%

Procedure

N-(3-Chloro-2-fluorophenyl)-6-(chloromethyl)-7-methoxyquinazolin-4-amine (0.2 g, 0.568 mmol) was coupled with 2-methylalaninamide hydrochloride using an analogous method to that described for the equivalent step in Example 62 to give the title product (0.12 g, 49.1%); Mass Spectrum: (M+H)+ 418.

Sources & evidence

ORD record
ord-ef56b5f44e554371bdefc9b16a9e37a3
Source dataset
uspto-grants-2009_12
Patent number
US07632840B2

Reaction notes

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