HCID 66734063, compound → HCID 66734050, compound

HRID 1929670Notes

Reaction equation

HRID 1929670 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[CH:18]=[C:17]([O:19][CH3:20])[C:16]([F:21])=[CH:15][C:14]=1[CH2:22][CH2:23][CH:24]=O>>[F:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([F:21])=[CH:15][C:14]=1[CH2:22][CH2:23][CH:24]1[NH:11][CH2:10][CH2:9][N:4]2[C:3]([CH2:1][CH3:2])=[N:7][C:6]([I:8])=[C:5]12

Participants

3

Reactant 2

HCID 66734063HCID 66734063, compoundHCID 73014070HCID 73014070, compound

Product 1

HCID 66734050HCID 66734050, 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 (9.700 mmol) and 3-(2,5-difluoro-4-methoxy-phenyl)-propionaldehyde (2.135 g; 10.670 mmol) afforded 8-[2-(2,5-difluoro-4-methoxy-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine. LC-MS: tR=0.72 min.; [M+H]+=447.67 g/mol.

Sources & evidence

ORD record
ord-59d60246ee02420684aa5beaeab23f73
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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