Acetyl chloride → HCID 67389932, compound

HRID 406056Notes

Reaction equation

HRID 406056 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].FC(F)(F)C(O)=O.[F:12][C:13]1[CH:14]=[CH:15][C:16]([N+:26]([O-:28])=[O:27])=[C:17]([CH:25]=1)[O:18][C@H:19]1[CH2:23][CH2:22][C@H:21]([NH2:24])[CH2:20]1.CCN(C(C)C)C(C)C>C(Cl)Cl.O>[F:12][C:13]1[CH:14]=[CH:15][C:16]([N+:26]([O-:28])=[O:27])=[C:17]([CH:25]=1)[O:18][C@H:19]1[CH2:23][CH2:22][C@H:21]([NH:24][C:1](=[O:3])[CH3:2])[CH2:20]1

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 67382670HCID 67382670, compound

Product 1

HCID 67389932HCID 67389932, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Acetyl chloride (360 μl) was added at 0° C. to a mixture of (1S,3S)-3-(5-fluoro-2-nitrophenoxy)-cyclopentylamine trifluoroacetate (1.80 g) and DIPEA (4.4 ml) in methylene chloride (150 ml) and stirred at rt for 1 hour. The reaction mixture was diluted with water and the organic layer was dried and concentrated. The crude was triturated with diisopropyl ether to give the desired product.

Workup

  1. customthe organic layer was dried
  2. concentrationconcentrated
  3. customThe crude was triturated with diisopropyl ether

Sources & evidence

ORD record
ord-8367b5f433dc4ce89b53042e9e35e848
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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