Trifluoroacetic acid → HCID 66771348, compound

HRID 1697699Notes

Reaction equation

HRID 1697699 reaction equation
C(OC([N:8]1[CH2:12][C@H:11]([S:13]([CH3:16])(=[O:15])=[O:14])[CH2:10][C@H:9]1[C:17](=[O:24])[NH:18][C:19]1([C:22]#[N:23])[CH2:21][CH2:20]1)=O)(C)(C)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>ClCCl>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[C:22]([C:19]1([NH:18][C:17]([C@@H:9]2[CH2:10][C@@H:11]([S:13]([CH3:16])(=[O:15])=[O:14])[CH2:12][NH:8]2)=[O:24])[CH2:20][CH2:21]1)#[N:23]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 667708251-Pyrrolidinecarboxylic acid, 2-[[(1-cyanocyclopropyl)amino]carbonyl]-4-(methylsulfonyl)-, 1,1-dimethylethyl ester, (2S,4R)-

Product 1

HCID 66771348HCID 66771348, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of (2S,4R)-2-(1-cyano-cyclopropylcarbamoyl)-4-methanesulfonyl-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg, 1.39 mmol) in dichloromethane was added trifluoroacetic acid (0.5 ml, 6.99 mmol) at 0° C. The resulting mixture was stirred at 25° C. for 16 h. After complete consumption of starting material, the reaction mixture was evaporated in vacuo to get the crude title compound (500 mg, 1.39 mmol; quant.) which was used in next step without further purification. MS: m/z=258.0 [M+H]+.

Workup

  1. customAfter complete consumption of starting material
  2. customthe reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-3cb6540606b049b38225449fef29601b
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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