HCID 66734063, compound → 8-[2-(3,5-Difluoro-4-methyl-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine
Reaction equation
[CH2:1]([C:3]1[N:4]([CH2:9][CH2:10][NH2:11])[CH:5]=[C:6]([I:8])[N:7]=1)[CH3:2].[F:12][C:13]1[CH:14]=[C:15]([CH2:21][CH2:22][CH:23]=O)[CH:16]=[C:17]([F:20])[C:18]=1[CH3:19]>>[F:12][C:13]1[CH:14]=[C:15]([CH2:21][CH2:22][CH:23]2[NH:11][CH2:10][CH2:9][N:4]3[C:3]([CH2:1][CH3:2])=[N:7][C:6]([I:8])=[C:5]23)[CH:16]=[C:17]([F:20])[C:18]=1[CH3:19]Participants
3
Procedure
According to the general procedure (GP10), the microwave-assisted Pictet-Spengler reaction (60 W; 100° C.; 8 bars; 10 min.) between 2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine (296.9 mg; 1.120 mmol) and 3-(3,5-difluoro-4-methyl-phenyl)-propionaldehyde (206.7 mg; 1.120 mmol) afforded 8-[2-(3,5-difluoro-4-methyl-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine which was Boc-protected and finally purified by HPLC.
Sources & evidence
- ORD record
- ord-68523c058d6641ceaf5889d71f50ba39
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08188082B2
Reaction notes
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