HCID 66734063, compound → 8-[2-(4-Chloro-3,5-difluoro-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine

HRID 1929661Notes

Reaction equation

HRID 1929661 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[C:18]([F:19])=[CH:17][C:16]([CH2:20][CH2:21][CH:22]=O)=[CH:15][C:14]=1[F:24]>>[Cl:12][C:13]1[C:14]([F:24])=[CH:15][C:16]([CH2:20][CH2:21][CH:22]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:17][C:18]=1[F:19]

Participants

3

Reactant 2

HCID 66734063HCID 66734063, compoundHCID 73014078HCID 73014078, compound

Product 1

HCID 667341228-[2-(4-Chloro-3,5-difluoro-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine

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 (4.012 mmol) and 3-(4-chloro-3,5-difluoro-phenyl)-propionaldehyde (1.030 g; 5.034 mmol) afforded 8-[2-(4-chloro-3,5-difluoro-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine. LC-MS: tR=0.78 min.; [M+H]+=451.76 g/mol.

Sources & evidence

ORD record
ord-c74b57ce19ee40cfaa4281571f5df6d3
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

Loading…