Trifluoroacetic acid → Trifluoroacetic acid

HRID 1481022Notes

Reaction equation

HRID 1481022 reaction equation
C(OC([NH:8][C@@H:9]([CH2:13][CH2:14][NH:15][C:16]([C:18]1[N:19]=[C:20]([C:36]#[N:37])[C:21]2[C:26]([C:27]=1[OH:28])=[CH:25][CH:24]=[C:23]([O:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH:22]=2)=[O:17])[C:10]([OH:12])=[O:11])=O)(C)(C)C.[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]>C(Cl)Cl>[NH2:8][C@@H:9]([CH2:13][CH2:14][NH:15][C:16]([C:18]1[N:19]=[C:20]([C:36]#[N:37])[C:21]2[C:26]([C:27]=1[OH:28])=[CH:25][CH:24]=[C:23]([O:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH:22]=2)=[O:17])[C:10]([OH:12])=[O:11].[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89812960(S)-2-(tert-Butoxycarbonylamino)-4-(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)butanoic acid

Product 2

HCID 6422Trifluoroacetic acidHCID 89813052HCID 89813052, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-2-(tert-Butoxycarbonylamino)-4-(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)butanoic acid (20 mg, 0.03 mmol) was dissolved in TFA (2 mL) and CH2Cl2 (2 mL). The resulting mixture was stirred at room temperature for 3 hours. The volatiles were removed in vacuo and the residue was dissolved again in CH2Cl2 (2 mL). The volatiles were removed again in vacuo to give the title compound as its TFA salt in 14 mg. MS: (−) m/z 404.91 (M−1).

Workup

  1. customThe volatiles were removed in vacuo
  2. dissolutionthe residue was dissolved again in CH2Cl2 (2 mL)
  3. customThe volatiles were removed again in vacuo

Sources & evidence

ORD record
ord-c5dd252ca2ed47ed8c0c5582f0b003c0
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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