2,3,5-Trifluorobenzenepropanal → HCID 66733738, compound

HRID 1929668Notes

Reaction equation

HRID 1929668 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[C:18]([F:19])=[CH:17][C:16]([F:20])=[CH:15][C:14]=1[CH2:21][CH2:22][CH:23]=O>>[CH2:1]([C:3]1[N:4]2[CH2:9][CH2:10][NH:11][CH:23]([CH2:22][CH2:21][C:14]3[CH:15]=[C:16]([F:20])[CH:17]=[C:18]([F:19])[C:13]=3[F:12])[C:5]2=[C:6]([I:8])[N:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 534342532,3,5-TrifluorobenzenepropanalHCID 66734063HCID 66734063, compound

Product 1

HCID 66733738HCID 66733738, 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 (2.331 mmol) and 3-(2,3,5-trifluoro-phenyl)-propionaldehyde (0.600 g; 3.189 mmol) afforded 3-ethyl-1-iodo-8-[2-(2,3,5-trifluoro-phenyl)-ethyl]-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine. LC-MS: tR=0.69 min.; [M+H]+=436.23 g/mol.

Sources & evidence

ORD record
ord-dc2aa4c625e241f392e05ca1c1ea1b77
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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