Trifluoroacetic acid → HCID 66727738, compound

HRID 559744Notes

Reaction equation

HRID 559744 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C@@H:17]([NH:20]C(OC(C)(C)C)=O)[CH2:18][CH3:19])[CH2:13][CH:12]1[C:28](=[O:30])[NH2:29])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C@@H:17]([NH2:20])[CH2:18][CH3:19])[CH2:13][CH:12]1[C:28](=[O:30])[NH2:29])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 66727525HCID 66727525, compound

Product 1

HCID 66727738HCID 66727738, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 84% 4-((S)-1-tert-butoxycarbonylamino-propyl)-2-carbamoyl-piperidine-1-carboxylic acid benzyl ester (0.7 g, 1.4 mmol) in methylene chloride (20 mL) was added trifluoroacetic acid (2 mL). After 1 hour, the reaction was monitored by HPLC-MS. Additional TFA (1 mL) was added. After 30 minutes, the reaction was concentrated to afford 4-((S)-1-amino-propyl)-2-carbamoyl-piperidine-1-carboxylic acid benzyl ester.

Workup

  1. waitAfter 30 minutes
  2. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-18178410572f4562aa2039d7c60e56a1
Source dataset
uspto-grants-2011_11
Patent number
US08063065B2

Reaction notes

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