Dichloromethane → HCID 86642113, compound

HRID 1943240Notes

Reaction equation

HRID 1943240 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([NH:5][CH2:6][C@@H:7]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]1)=[O:4].C(Cl)[Cl:22]>O1CCOCC1>[ClH:22].[F:20][C:2]([F:1])([F:19])[C:3]([NH:5][CH2:6][C@@H:7]1[CH2:11][CH2:10][NH:9][CH2:8]1)=[O:4]

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 59026224HCID 59026224, compound

Product 1

HCID 86642113HCID 86642113, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a 100 mL round-bottomed flask was added 1,1-dimethylethyl (3S)-3-{[(trifluoroacetyl)amino]methyl}-1-pyrrolidinecarboxylate (830 mg, 2.80 mmol) in DCM (25 ml) at 25° C. to give a colorless solution. 4N HCl (3.50 ml, 14.01 mmol) in dioxane was added and the reaction was allowed to stir o/n. The reaction was concentrated under vacuum to give the desired compound as colorless oil which was used in the next reaction without further purification. Isolated 2,2,2-trifluoro-N-[(3R)-3-pyrrolidinylmethyl]acetamide (550 mg, 2.364 mmol, 84% yield).

Workup

  1. customto give a colorless solution
  2. concentrationThe reaction was concentrated under vacuum

Sources & evidence

ORD record
ord-582860d9ee8b4e58b443f08d9354b55b
Source dataset
uspto-grants-2013_03
Patent number
US08389524B2

Reaction notes

Loading…