Trifluoroacetic acid → HCID 86647647, compound

HRID 2279657Notes

Reaction equation

HRID 2279657 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:13][NH:14][C:15]([C:17]3[S:21][C:20]([NH:22]C(OC(C)(C)C)=O)=[N:19]C=3C)=[O:16])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:2]=1.[C:31](O)([C:33]([F:36])([F:35])[F:34])=O>C(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([CH2:13][NH:14][C:15]([C:17]3[S:21][C:20]([NH2:22])=[N:19][C:31]=3[C:33]([F:36])([F:35])[F:34])=[O:16])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[CH:2]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86647648HCID 86647648, compound

Product 1

HCID 86647647HCID 86647647, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-tert-butoxycarbonylamino-4-methyl-thiazole-5-carboxylic acid (1-pyridin-3-yl-cyclohexylmethyl)-amide (2.45 g) and TFA (10 mL) in methylene chloride (10 mL) is stirred at RT for 2 h and concentrated in vacuo. Water is added to the residue and the mixture is basified with Na2CO3 solution and extracted with EtOAc. The extract is washed with brine, dried and concentrated in vacuo to afford the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. additionWater is added to the residue
  3. extractionextracted with EtOAc
  4. washThe extract is washed with brine
  5. customdried
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-88685f98c7294bd784cd0228887d3c7c
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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