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

HRID 1855333Notes

Reaction equation

HRID 1855333 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.CN(C)[CH:29]=[CH:30][C:31](=O)[C:32]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH3:42])[CH:36]=1)([CH3:34])[CH3:33].C(N(CC)CC)C>CN1CCCC1=O>[CH3:9][O:10][C:11]1[CH:12]=[C:13]([NH:23][C:24]2[N:26]=[C:31]([C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH3:42])[CH:36]=3)([CH3:34])[CH3:33])[CH:30]=[CH:29][N:25]=2)[CH:14]=[CH:15][C:16]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 686328131-Dimethylamino-4-(3-methoxy-phenyl)-4-methyl-pent-1-en-3-oneHCID 178493228HCID 178493228, compound

Product 1

HCID 57829813[3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-{4-[1-(3-methoxy-phenyl)-1-methyl-ethyl]-pyrimidin-2-yl}-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, 1-dimethylamino-4-(3-methoxy-phenyl)-4-methyl-pent-1-en-3-one and triethylamine using 1-methyl-pyrrolidinone as the solvent. The reaction was performed in a microwave at 200° C. for 2.5 h. The title compound was isolated as a brown viscous oil in 44% yield.

Workup

  1. customThe title compound was prepared in analogous manner

Sources & evidence

ORD record
ord-cb178f063bb747d49aec26046eb0a862
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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