Trifluoroacetic acid → HCID 86677957, compound

HRID 246216Notes

Reaction equation

HRID 246216 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH3:13])[CH2:9][CH2:10][C:11]#[N:12])(C)(C)C.[C:15]([OH:21])([C:17]([F:20])([F:19])[F:18])=[O:16]>ClCCl>[F:18][C:17]([F:20])([F:19])[C:15]([OH:21])=[O:16].[NH2:7][C@H:8]([CH3:13])[CH2:9][CH2:10][C:11]#[N:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86677959HCID 86677959, compound

Product 1

HCID 86677957HCID 86677957, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

In a 100 mL round-bottomed flask, ((R)-3-cyano-1-methyl-propyl)-carbamic acid tert-butyl ester (158 mg, 0.80 mmol) was combined with TFA (2 ml) and dichloromethane (8 mL) to give a colorless solution. The reaction mixture was stirred at 25° C. for 15 h. The solvent was evaporated to provide 53 mg (68%) of (R)-4-aminopentanenitrile trifluoroacetate which was used in the next step without further purification.

Workup

  1. customto give a colorless solution
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-33a19124e09944f68f08bf2ce50c92ad
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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