Dichloromethane methanol → HCID 66734087, compound

HRID 1929690Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]2[C:14]([CH2:18][O:19][CH3:20])=[N:15][C:16](I)=[C:10]2[CH:9]1[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)[Cl:34].CO>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]2[C:14]([CH2:18][O:19][CH3:20])=[N:15][C:16]([Cl:34])=[C:10]2[CH:9]1[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 21226129Dichloromethane methanol

HCID 66734195HCID 66734195, compound

Product 1

HCID 66734087HCID 66734087, compound

Procedure

According to the general procedure (GP12), chlorination of 1-iodo-3-methoxymethyl-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (720 mg; 1.274 mmol) and purification by FC (DCM/MeOH=60/1) gave the expected product 1-chloro-3-methoxymethyl-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester as an orange oil (254 mg; 42%). LC-MS: tR=1.09 min.; [M+H]+=474.42 g/mol.

Sources & evidence

ORD record: ord-1966336ddb93473d825b5ad233c87567
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188082B2

Reaction notes

Loading…