HCID 53434372, compound → HCID 66734001, compound

HRID 1929648Notes

Reaction equation

HRID 1929648 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:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:14]=1[CH2:23][CH2:24][CH:25]=O>>[CH2:1]([C:3]1[N:4]2[CH2:9][CH2:10][NH:11][CH:25]([CH2:24][CH2:23][C:14]3[CH:15]=[CH:16][C:17]([C:19]([F:20])([F:21])[F:22])=[CH:18][C:13]=3[F:12])[C:5]2=[C:6]([I:8])[N:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 53434372HCID 53434372, compoundHCID 66734063HCID 66734063, compound

Product 1

HCID 66734001HCID 66734001, compound

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 (265.1 mg; 1.000 mmol) and 3-(2-fluoro-4-trifluoromethyl-phenyl)-propionaldehyde (220.2 mg; 1.000 mmol) afforded 3-ethyl-8-[2-(2-fluoro-4-trifluoromethyl-phenyl)-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-588f06a3f43e48cb822d180102d9b728
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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