Dichloromethane methanol → HCID 66734200, compound

HRID 1929695Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]2[C:14]([CH2:17][CH3:18])=[N:15][CH:16]=[C:10]2[CH:9]1[CH2:19][CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[C:23]([F:29])[CH:22]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)[Cl:31].CO>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]2[C:14]([CH2:17][CH3:18])=[N:15][C:16]([Cl:31])=[C:10]2[CH:9]1[CH2:19][CH2:20][C:21]1[CH:22]=[C:23]([F:29])[C:24]([F:28])=[C:25]([F:27])[CH:26]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 21226129Dichloromethane methanol

HCID 66733972HCID 66733972, compound

Product 1

HCID 66734200HCID 66734200, compound

Procedure

Subsequent chlorination (70° C.; 3h30) of 3-ethyl-8-[2-(3,4,5-trifluoro-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (2.070 g; 5.056 mmol), and purification by FC (DCM/MeOH=25/1) afforded 1-chloro-3-ethyl-8-[2-(3,4,5-trifluoro-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester as a yellow oil (1.220 g; 54%). LC-MS: tR=1.06 min.; [M+H]+=444.00 g/mol.

Sources & evidence

ORD record: ord-f9cace9dc22e4c26ac67daeb74c10925
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188082B2

Reaction notes

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