HCID 17783706, compound → HCID 66733881, compound

HRID 1929654Notes

Reaction equation

HRID 1929654 reaction equation
[I:1][C:2]1[N:3]=[C:4]([CH3:10])[N:5]([CH2:7][CH2:8][NH2:9])[CH:6]=1.[CH3:11][C:12]1[CH:13]=[C:14]([CH2:19][CH2:20][CH:21]=O)[CH:15]=[CH:16][C:17]=1[CH3:18]>>[CH3:11][C:12]1[CH:13]=[C:14]([CH2:19][CH2:20][CH:21]2[NH:9][CH2:8][CH2:7][N:5]3[C:4]([CH3:10])=[N:3][C:2]([I:1])=[C:6]23)[CH:15]=[CH:16][C:17]=1[CH3:18]

Participants

3

Reactant 2

HCID 17783706HCID 17783706, compoundHCID 667339802-(4-Iodo-2-methyl-imidazol-1-yl)-ethylamine

Product 1

HCID 66733881HCID 66733881, compound

Procedure

According to the general procedure (GP10), the microwave-assisted Pictet-Spengler reaction (60 W; 110° C.; 6 bars; 10 min.) between 2-(4-iodo-2-methyl-imidazol-1-yl)-ethylamine (758 mg; 3.020 mmol) and 3-(3,4-dimethyl-phenyl)-propionaldehyde (490 mg; 3.020 mmol) afforded 8-[2-(3,4-dimethyl-phenyl)-ethyl]-1-iodo-3-methyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine which was Boc-protected and finally purified by FC (DCM/MeOH=25/1).

Sources & evidence

ORD record
ord-118948c5adc646caa06213a2fc9a8ba6
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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