Water TFA acetonitrile → HCID 86754346, compound

HRID 583713Notes

Reaction equation

HRID 583713 reaction equation
C([O:3][C:4](=[O:39])[C@@H:5]([NH:29][S:30]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:32])=[O:31])[CH2:6][NH:7][C:8](=[O:28])[C:9]1[CH:14]=[CH:13][C:12]([C:15]#[C:16][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[C:19]([NH2:27])[N:18]=2)=[CH:11][CH:10]=1)C.[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41].O.CC#N>O1CCOCC1.Cl>[F:43][C:42]([F:45])([F:44])[C:40]([OH:46])=[O:41].[NH2:27][C:19]1[N:18]=[C:17]([C:16]#[C:15][C:12]2[CH:13]=[CH:14][C:9]([C:8]([NH:7][CH2:6][C@H:5]([NH:29][S:30]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)(=[O:32])=[O:31])[C:4]([OH:39])=[O:3])=[O:28])=[CH:10][CH:11]=2)[C:26]2[C:21]([CH:20]=1)=[CH:22][CH:23]=[CH:24][CH:25]=2

Participants

5

Reactant 2

HCID 22145617Water TFA acetonitrileHCID 867543454-[(3-Aminoisoquinolin-1-yl)ethynyl]benzoyl-2(S)-phenylsulfonylamino-beta-alanine ethyl ester

Product 1

HCID 86754346HCID 86754346, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of ester 35-4 (0.46 g, 0.85 mmol) in dioxane (4 mL) and 6N HCl (8.5 mL) was heated to 60° C. overnight. Concentration yielded an orange solid. Prep. HPLC (C18, 0.1% TFA H2O/CH3CN) followed by lyophilization gave trifluoroacetate 35-5 as an orange solid.

Workup

  1. concentrationConcentration
  2. customyielded an orange solid

Sources & evidence

ORD record
ord-995b5f02220b42d4a312cf9eb4beb514
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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