Water TFA acetonitrile → HCID 86752461, compound

HRID 1599958Notes

Reaction equation

HRID 1599958 reaction equation
C([O:3][C:4](=[O:39])[C@@H:5]([S:30]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:32])=[O:31])[CH2:6][N:7]([C:9](=[O:29])[C:10]1[CH:15]=[CH:14][C:13]([C:16]#[C:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[C:20]([NH2:28])[N:19]=2)=[CH:12][CH:11]=1)[NH2:8])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].[NH2:28][C:20]1[N:19]=[C:18]([C:17]#[C:16][C:13]2[CH:14]=[CH:15][C:10]([C:9]([N:7]([NH2:8])[CH2:6][C@H:5]([S:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)(=[O:32])=[O:31])[C:4]([OH:39])=[O:3])=[O:29])=[CH:11][CH:12]=2)[C:27]2[C:22]([CH:21]=1)=[CH:23][CH:24]=[CH:25][CH:26]=2

Participants

5

Reactant 2

HCID 22145617Water TFA acetonitrileHCID 67661537HCID 67661537, compound

Product 1

HCID 86752461HCID 86752461, 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 trifiuoroacetate 35-5 as an orange solid.

Workup

  1. concentrationConcentration
  2. customyielded an orange solid

Sources & evidence

ORD record
ord-e9962a8d75a241619de193cc817b485c
Source dataset
uspto-grants-1998_04
Patent number
US05741796

Reaction notes

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