3-(3-Chlorophenyl)propionaldehyde → 8-[2-(3-Chlorophenyl)ethyl]-1,3-dimethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

HRID 1929677Notes

Reaction equation

HRID 1929677 reaction equation
[CH3:1][C:2]1[N:3]([CH2:8][CH2:9][NH2:10])[CH:4]=[C:5]([CH3:7])[N:6]=1.[Cl:11][C:12]1[CH:13]=[C:14]([CH2:18][CH2:19][CH:20]=O)[CH:15]=[CH:16][CH:17]=1>>[Cl:11][C:12]1[CH:13]=[C:14]([CH2:18][CH2:19][CH:20]2[NH:10][CH2:9][CH2:8][N:3]3[C:2]([CH3:1])=[N:6][C:5]([CH3:7])=[C:4]23)[CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 104195793-(3-Chlorophenyl)propionaldehydeHCID 184607002-(2,4-Dimethyl-1H-imidazol-1-yl)ethanamine

Product 1

HCID 667341248-[2-(3-Chlorophenyl)ethyl]-1,3-dimethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

Procedure

Prepared according to the previously described general procedure (GP11) by reaction of 2-(2,4-dimethyl-imidazol-1-yl)-ethylamine with 3-(3-chloro-phenyl)-propionaldehyde. LC-MS: tR=0.59 min.; [M+H]+=290 g/mol.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b2258d4da93a4d25aad947df9158fd5c
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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