3-Dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone → 4-(2,4-Dimethylthiazol-5-yl)-N-(4-morpholinophenyl)pyrimidin-2-amine

HRID 599137Notes

Reaction equation

HRID 599137 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([CH3:7])[S:4][C:3]=1/[CH:8]=[CH:9]/[C:10](N(C)C)=O.[N+]([O-])(O)=O.[N:19]1([C:25]2[CH:30]=[CH:29][C:28]([NH:31][C:32]([NH2:34])=[NH:33])=[CH:27][CH:26]=2)[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[CH3:7][C:5]1[S:4][C:3]([C:8]2[CH:9]=[CH:10][N:34]=[C:32]([NH:31][C:28]3[CH:27]=[CH:26][C:25]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[CH:30][CH:29]=3)[N:33]=2)=[C:2]([CH3:1])[N:6]=1

Participants

3

Reactant 2

HCID 916216443-Dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenoneHCID 178512568N-(4-morpholin-4-yl-phenyl)-guanidine nitrate

Product 1

HCID 102484014-(2,4-Dimethylthiazol-5-yl)-N-(4-morpholinophenyl)pyrimidin-2-amine

Procedure

By condensation between 3-dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone and N-(4-morpholin-4-yl-phenyl)-guanidine nitrate. Pale solid. 1H-NMR (CDCl3) δ: 2.69 (s, 3H, CH3), 2.70 (s, 3H, CH3), 3.14 (t, 4H, J=4.8 Hz, CH2), 3.72 (t, 4H, J=4.9 Hz, CH2), 6.89 (d, 1H, J=5.1 Hz, pyrimidinyl-H), 6.95 (d, 2H, J=8.8 Hz, Ph-H), 6.98 (br. s, 1H, NH), 7.53 (d, 2H, J=9.1 Hz, Ph-H), 8.38 (d, 1H, J=5.1 Hz, pyrimidinyl-H). MS (ESI+) m/z 368 [M+H]+ (C19H21N5OS requires 367.5).

Sources & evidence

ORD record
ord-ab9a09ebc8504f0e9f12284c9de43853
Source dataset
uspto-grants-2011_03
Patent number
US07897605B2

Reaction notes

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