Trifluoroacetic acid → HCID 21190971, compound

HRID 1069188Notes

Reaction equation

HRID 1069188 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)=[CH:22][CH:21]=2)[CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:28]1([CH2:27][O:26][C:23]2[CH:24]=[CH:25][C:20]([N:14]([CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[CH:21][CH:22]=2)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53994086HCID 53994086, compound

Product 1

HCID 21190971HCID 21190971, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[(4-Cyclohexylmethoxy-phenyl)-(3-methyl-butyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (40e, 1.08 g, 2.36 mmol) was dissolved in CH2Cl2 (8 mL), treated with TFA (8 mL), and stirred for 30 minutes. The reaction was concentrated in vacuo, diluted with EtOAc (200 mL), washed three times with saturated bicarbonate solution and once with brine, dried over Na2SO4, and concentrated to give 0.78 (92%) of the desired product which was used without further purification.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. additiondiluted with EtOAc (200 mL)
  3. washwashed three times with saturated bicarbonate solution
  4. dry with materialonce with brine, dried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-dc273a0c22a64bbaab79305832b5cf3f
Source dataset
uspto-grants-2001_06
Patent number
US06251919B1

Reaction notes

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