Adipic Acid → HCID 86650872, compound

HRID 1967569Notes

Reaction equation

HRID 1967569 reaction equation
[CH3:1][C:2]([NH:14][C@@H:15]1[CH2:19][C@H:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]([F:30])([F:29])[F:28])[CH:21]=2)[N:17]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=2)[C:16]1=[O:41])([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[N:5]=1)[CH3:3].[C:42]([OH:51])(=[O:50])[CH2:43][CH2:44][CH2:45][CH2:46][C:47]([OH:49])=[O:48]>CO.C(OCC)(=O)C>[C:42]([OH:51])(=[O:50])[CH2:43][CH2:44][CH2:45][CH2:46][C:47]([OH:49])=[O:48].[CH3:3][C:2]([NH:14][C@@H:15]1[CH2:19][C@H:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]([F:28])([F:29])[F:30])[CH:21]=2)[N:17]([C:31]2[CH:32]=[CH:33][C:34]([C:37]([F:38])([F:40])[F:39])=[CH:35][CH:36]=2)[C:16]1=[O:41])([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]([F:11])([F:13])[F:12])[N:5]=1)[CH3:1]

Participants

5

Reactant 2

HCID 196Adipic AcidHCID 44247760HCID 44247760, compound

Product 1

HCID 86650872HCID 86650872, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Dissolve (3R,5R)-3-[1-methyl-1-(2-trifluoromethyl-pyrimidin-4-yl)-ethylamino]-5-(3-trifluoromethoxy-phenyl)-1-(4-trifluoromethyl-phenyl)-pyrrolidin-2-one (105 mg, 0.177 mmol) in methanol (0.8 mL) and ethyl acetate (2 mL). Add adipic acid (30 mg, 0.20 mmol) and evaporate at room temperature overnight to give a quantitative mass balance of (3R,5R)-3-[1-methyl-1-(2-trifluoromethyl-pyrimidin-4-yl)-ethylamino]-5-(3-trifluoromethoxy-phenyl)-1-(4-trifluoromethyl-phenyl)-pyrrolidin-2-one adipate (129 mg, 100%) as a candied solid: ES/MS m/z: 593.0 [M+H]+.

Sources & evidence

ORD record
ord-cd2d7e0b20ea407a8341c38bef9a7516
Source dataset
uspto-grants-2013_04
Patent number
US08420654B2

Reaction notes

Loading…