HCID 53434400, compound → HCID 66733602, compound

HRID 1929667Notes

Reaction equation

HRID 1929667 reaction equation
[I:1][C:2]1[N:3]=[C:4]([CH2:10][CH2:11][CH3:12])[N:5]([CH2:7][CH2:8][NH2:9])[CH:6]=1.[F:13][C:14]1[CH:15]=[C:16]([CH2:24][CH2:25][CH:26]=O)[CH:17]=[CH:18][C:19]=1[C:20]([F:23])([F:22])[F:21]>>[F:13][C:14]1[CH:15]=[C:16]([CH2:24][CH2:25][CH:26]2[NH:9][CH2:8][CH2:7][N:5]3[C:4]([CH2:10][CH2:11][CH3:12])=[N:3][C:2]([I:1])=[C:6]23)[CH:17]=[CH:18][C:19]=1[C:20]([F:21])([F:22])[F:23]

Participants

3

Reactant 2

HCID 53434400HCID 53434400, compoundHCID 667336172-(4-Iodo-2-propyl-imidazol-1-yl)-ethylamine

Product 1

HCID 66733602HCID 66733602, compound

Procedure

According to the general procedure (GP10), microwave-assisted Pictet-Spengler reaction (60 W; 140° C.; 6.5 bars; 10 min.) between 2-(4-iodo-2-propyl-imidazol-1-yl)-ethylamine (6.840 mmol) and 3-(3-fluoro-4-trifluoromethyl-phenyl)-propionaldehyde (2.195 g; 9.970 mmol) afforded 8-[2-(3-fluoro-4-trifluoromethyl-phenyl)-ethyl]-1-iodo-3-propyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine. LC-MS: tR=0.81 min.; [M+H]+=481.75 g/mol.

Sources & evidence

ORD record
ord-e3fd6a078e5d41649572155a0f7353fe
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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