Acetic Anhydride → HCID 11642287, compound

HRID 1993990Notes

Reaction equation

HRID 1993990 reaction equation
[F:1][C:2]([F:34])([F:33])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@H:16]2[O:24][CH2:23][C@@H:19]3[CH2:20][NH:21][CH2:22][C@H:18]3[C@@H:17]2[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=2[CH3:32])[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[C:35](OC(=O)C)(=[O:37])[CH3:36]>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[C:35]([N:21]1[CH2:22][C@H:18]2[C@H:17]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=3[CH3:32])[C@@H:16]([O:15][C@@H:13]([C:5]3[CH:6]=[C:7]([C:9]([F:12])([F:10])[F:11])[CH:8]=[C:3]([C:2]([F:1])([F:33])[F:34])[CH:4]=3)[CH3:14])[O:24][CH2:23][C@@H:19]2[CH2:20]1)(=[O:37])[CH3:36]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 11648859HCID 11648859, compound

Product 1

HCID 11642287HCID 11642287, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

A solution of (3aS,6R,7R,7aR)-6-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-7-(4-fluoro-2-methylphenyl)octahydropyrano[3,4-c]pyrrole (29 mg, 0.059 mmol), DMAP (1 mg) and acetic anhydride (0.028 mL, 0.30 mmol) in 2 mL of pyridine was stirred at rt for 4 hr. Volatiles were removed and the crude was purified by reverse phase HPLC to afford the title compound. MS: (MH)+534.

Workup

  1. customVolatiles were removed
  2. customthe crude was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-0b725ef1d2e244aa9e5e91fc2d51e6b1
Source dataset
uspto-grants-2010_01
Patent number
US07652058B2

Reaction notes

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