Triethylamine → Benzyl (2S,4S)-2-cyano-4-fluoropyrrolidine-1-carboxylate

HRID 1161921Notes

Reaction equation

HRID 1161921 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][C@@H:14]([F:16])[CH2:13][C@H:12]1[C:17]([NH2:19])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(CC)CC.FC(F)(F)C(OC(=O)C(F)(F)F)=O>ClCCl>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][C@@H:14]([F:16])[CH2:13][C@H:12]1[C:17]#[N:19])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 58136204HCID 58136204, compound

Product 1

HCID 23626152Benzyl (2S,4S)-2-cyano-4-fluoropyrrolidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzyl-(2S,4S)-2-aminocarbonyl-4-fluoropyrrolidine-1-carboxylate in dichloromethane was treated at 0° C. with Et3N (2.1 eq.) and trifluoroacetic anhydride was added dropwise.

Workup

  1. additionwas added dropwise

Sources & evidence

ORD record
ord-ceaefbba87404f4f83c438e0487976fe
Source dataset
uspto-grants-2010_10
Patent number
US07820660B2

Reaction notes

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