Trifluoroacetic acid → HCID 57656046, compound

HRID 2041488Notes

Reaction equation

HRID 2041488 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:25]=[CH:24][C:13]([C:14]([NH:16][CH:17]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:15])=[C:12]([Cl:26])[CH:11]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:8][CH2:9][C:10]1[CH:25]=[CH:24][C:13]([C:14]([NH:16][CH:17]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:15])=[C:12]([Cl:26])[CH:11]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57656096HCID 57656096, compound

Product 1

HCID 57656046HCID 57656046, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 4-tert-butoxycarbonylaminomethyl-2-chloro-N-cycloheptyl-benzamide (624 mg, 1.6 mmol) in dichloromethane (30 mL) then add trifluoroacetic acid (2 mL). Stir the solution at room temperature under a nitrogen atmosphere for 1 h. Concentrate the mixture in vacuo. Purify the crude mixture by SCX chromatography to obtain the desired intermediate (395 mg, 85%). MS (ES+) m/z: 281.2 (M+H)+.

Workup

  1. concentrationConcentrate the mixture in vacuo
  2. customPurify the crude mixture by SCX chromatography

Sources & evidence

ORD record
ord-bf8f009491d547bbabc924730a300d08
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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