Triethylamine → {4-[1-(4-Chloro-phenyl)-1-methyl-ethyl]-5-methyl-pyrimidin-2-yl}-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

HRID 1855348Notes

Reaction equation

HRID 1855348 reaction equation
[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([NH:23][C:24]([NH2:26])=[NH:25])[CH:14]=[CH:15][C:16]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]([CH3:44])([CH3:43])[C:35](=O)[C:36]([CH3:41])=[CH:37]N(C)C)=[CH:30][CH:29]=1.C(N(CC)CC)C>CN1CCCC1=O>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]([C:35]2[C:36]([CH3:41])=[CH:37][N:26]=[C:24]([NH:23][C:13]3[CH:14]=[CH:15][C:16]([N:17]4[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]4)=[C:11]([O:10][CH3:9])[CH:12]=3)[N:25]=2)([CH3:43])[CH3:44])=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 686305454-(4-Chloro-phenyl)-1-dimethylamino-2,4-dimethyl-pent-1-en-3-oneHCID 178493228HCID 178493228, compound

Product 1

HCID 44192989{4-[1-(4-Chloro-phenyl)-1-methyl-ethyl]-5-methyl-pyrimidin-2-yl}-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

The title compound was prepared in analogous manner as described in example 4c) from N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]guanidine dinitrate, 4-(4-chloro-phenyl)-1-dimethylamino-2,4-dimethyl-pent-1-en-3-one and triethylamine using 1-methyl-2-pyrrolidone as the solvent. The reaction was performed in a microwave oven at 200° C. for 2.5 h. The title compound was isolated as a yellow solid in 52% yield.

Workup

  1. customThe title compound was prepared in analogous manner

Sources & evidence

ORD record
ord-a1260d52d1ab4c37b60b7905ec14a0a1
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

Loading…