Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester → HCID 14014826, compound

HRID 727936Notes

Reaction equation

HRID 727936 reaction equation
[CH:1]12[CH2:7][CH:4]([NH:5][CH2:6]1)[CH2:3][N:2]2[C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:28])[C:13]([C:25]([OH:27])=[O:26])=[CH:14][N:15]2[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[CH:10][C:9]=1[F:29].C[C:31](OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=[O:32]>C(O)=O>[CH:31]([N:5]1[CH2:6][CH:1]2[CH2:7][CH:4]1[CH2:3][N:2]2[C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:28])[C:13]([C:25]([OH:27])=[O:26])=[CH:14][N:15]2[C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)=[CH:10][C:9]=1[F:29])=[O:32]

Participants

4

Reactant 2

HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 14014824HCID 14014824, compound

Product 1

HCID 14014826HCID 14014826, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To 1.2 g (3 m Mol) 7-(2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(4-fluorophenyl)1,4-dihydro-4-oxoquinoline-3-carboxylic acid in 10 ml of formic acid was added 2.64 g (30 m Mol) of the mixed anhydride of acetic and formic acids and the mixture was stirred for 6 hrs. The volatiles were removed in vacuo and the residue recrystallized to give 0.4 g (31%) of the product, mp 274° C.-276° C.

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residue recrystallized

Sources & evidence

ORD record
ord-e4f4671a02604ab88068e6d23382df4d
Source dataset
uspto-grants-1991_09
Patent number
US05045549

Reaction notes

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