HCID 66734063, compound → HCID 66733773, compound

HRID 1929662Notes

Reaction equation

HRID 1929662 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].[Cl:12][C:13]1[CH:14]=[C:15]([CH2:23][CH2:24][CH:25]=O)[CH:16]=[CH:17][C:18]=1[C:19]([F:22])([F:21])[F:20]>>[Cl:12][C:13]1[CH:14]=[C:15]([CH2:23][CH2:24][CH:25]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]=[CH:17][C:18]=1[C:19]([F:20])([F:21])[F:22]

Participants

3

Reactant 2

HCID 66734063HCID 66734063, compoundHCID 73014076HCID 73014076, compound

Product 1

HCID 66733773HCID 66733773, compound

Procedure

According to the general procedure (GP10), microwave-assisted Pictet-Spengler reaction (60 W; 140° C.; 6.5 bars; 10 min.) between 2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine (4.497 mmol) and 3-(3-chloro-4-trifluoromethyl-phenyl)-propionaldehyde (1.064 g; 4.497 mmol) afforded 8-[2-(3-chloro-4-trifluoromethyl-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine. LC-MS: tR=0.81 min.; [M+H]+=483.73 g/mol.

Sources & evidence

ORD record
ord-daf75b2467f8448793be2f98ccedae90
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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