Hydrochloric Acid → HCID 131730791, compound

HRID 1887492Notes

Reaction equation

HRID 1887492 reaction equation
[ClH:1].C(OC([N:9]1[CH2:16][CH:15]2[CH:11]([CH2:12][N:13]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=3)[C:14]2=[O:17])[CH2:10]1)=O)(C)(C)C>C(OCC)(=O)C>[ClH:1].[F:28][C:25]([F:26])([F:27])[O:24][C:21]1[CH:22]=[CH:23][C:18]([N:13]2[CH2:12][CH:11]3[CH:15]([CH2:16][NH:9][CH2:10]3)[C:14]2=[O:17])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71008594HCID 71008594, compound

Product 1

HCID 131730791HCID 131730791, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of saturated hydrochloride in ethyl acetate (40 mL) was added 4-Oxo-5-(4-trifluoromethoxy-phenyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester (3.0 g, 7.8 mmol) with stirring. The reaction mixture was stirred overnight. The solvent was removed under reduced pressure to yield the title compound (2.4 g, 96%). 1H NMR (300 MHz, d6-DMSO): δ 9.11 (bs, 1H), 7.81-7.76 (m, 2H), 7.40-7.38 (m, 2H), 4.10-4.08 (m, 1H), 3.73-3.70 (m, 1H), 3.55-3.15 (m, 6H); LC-MS: [M+1]+ 287.8.

Workup

  1. stirringThe reaction mixture was stirred overnight
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fde587f7fab142bd96160f8975346c33
Source dataset
uspto-grants-2013_08
Patent number
US08501768B2

Reaction notes

Loading…