Acetic Anhydride → HCID 68277899, compound

HRID 1423269Notes

Reaction equation

HRID 1423269 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([C:19](=[N:21][OH:22])[NH2:20])=[CH:14][CH:15]=3)[N:10]=[C:9]2[S:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=[CH:4][CH:3]=1.[C:32](OC(=O)C)(=O)[CH3:33]>N#N>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([C:19]4[N:20]=[C:32]([CH3:33])[O:22][N:21]=4)=[CH:14][CH:15]=3)[N:10]=[C:9]2[S:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86692012HCID 86692012, compound

Product 1

HCID 68277899HCID 68277899, compound

Reagents, catalysts & solvents 1

HCID 947NitrogenSolvent

Procedure

A solution of tert-butyl 2-(3-(4-fluorophenyl)-7-(N′-hydroxycarbamimidoyl)-4-oxo-3,4-dihydroquinazolin-2-ylthio)acetate (10B, 30 mg, 0.0676 mmol) in 3 mL of acetic anhydride was heated in N2 atmosphere 110° C. for 4 hours. The reaction was concentrated to yield tert-butyl 2-(3-(4-fluorophenyl)-7-(5-methyl-1,2,4-oxadiazol-3-yl)-4-oxo-3,4-dihydroquinazolin-2-ylthio)acetate (10C). MS (M+H)=469.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-76c070c1829b494cac1630828eceac59
Source dataset
uspto-grants-2015_01
Patent number
US08927559B2

Reaction notes

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