Acetic Anhydride → HCID 86645323, compound

HRID 1947066Notes

Reaction equation

HRID 1947066 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([OH:39])[CH2:20][CH2:19][N:18]([CH:21]3[CH:25]([OH:26])[CH2:24][N:23]([C:27]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[C:35]([F:38])([F:37])[F:36])=[O:28])[CH2:22]3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1.[C:40](OC(=O)C)(=[O:42])[CH3:41]>CN(C=O)C>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([OH:39])[CH2:20][CH2:19][N:18]([CH:21]3[CH2:22][N:23]([C:27](=[O:28])[C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[C:35]([F:37])([F:36])[F:38])[CH2:24][CH:25]3[O:26][C:40](=[O:42])[CH3:41])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86645325HCID 86645325, compound

Product 1

HCID 86645323HCID 86645323, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of (3R,4R; 3S,4S)-{3-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-4-hydroxy-pyrrolidin-1-yl}-(2-trifluoromethyl-phenyl)-methanone trifluoroacetate (2.2 mg, 0.005 mmol, see Example 43 for preparation) was dissolved in DMF (0.4 mL) and acetic anhydride was added. The reaction mixture was shaken for 2 h and directly used for LC-MS purification, to yield 1.1 mg of the title compound as the trifluoroacetate salt. ESIMS ([M+H]+): 511.2 (100).

Workup

  1. customdirectly used for LC-MS purification

Sources & evidence

ORD record
ord-47a3368ab56d4344875df77173336cf2
Source dataset
uspto-grants-2013_03
Patent number
US08399455B2

Reaction notes

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