(S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one → (S)-2-(3-{2-[4-(2-Methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one

HRID 15895Notes

Reaction equation

I[C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:25]=[CH:24][CH:23]=[C:22]4[C:17]=3[CH:18]=[CH:19][C:20]([CH3:26])=[N:21]4)[CH2:12][CH2:11]2)[CH:5]=[CH:6][CH:7]=1.[CH2:27]1[NH:31][C:30](=[O:32])[N:29]2[CH2:33][CH2:34][CH2:35][C@@H:28]12>>[CH3:26][C:20]1[CH:19]=[CH:18][C:17]2[C:22](=[CH:23][CH:24]=[CH:25][C:16]=2[N:13]2[CH2:14][CH2:15][N:10]([CH2:9][CH2:8][C:4]3[CH:3]=[C:2]([N:31]4[CH2:27][C@@H:28]5[CH2:35][CH2:34][CH2:33][N:29]5[C:30]4=[O:32])[CH:7]=[CH:6][CH:5]=3)[CH2:11][CH2:12]2)[N:21]=1

Participants

Reactant 2

HCID 14358392(S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one

HCID 574443555-{4-[2-(3-Iodophenyl)ethyl]-1-piperazinyl)2-methylquinoline

Product 1

HCID 57463853(S)-2-(3-{2-[4-(2-Methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)hexahydro-3H-pyrrolo[1,2-c]imidazol-3-oneYield 60%

Procedure

The title compound was prepared in 60% yield according to the general procedure for the preparation of the amides, ureas and carbamates (Method A) starting from 5-{4-[2-(3-iodophenyl)ethyl]-1-piperazinyl}-2-methylquinoline and (S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one.

Sources & evidence

ORD record: ord-686dc9ff95c04e63b80a57009946e0a3
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07732600B2

Reaction notes

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