Formic Acid → 7-(5-Formyl-2,5-diazabicyclo-(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 727940ノート

反応式

HRID 727940 の反応式
[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:29])[C:13]([C:26]([OH:28])=[O:27])=[CH:14][N:15]2[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[F:25])=[CH:10][C:9]=1[F:30].C[C:32](OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=[O:33].C(O)=O>CN(C=O)C>[CH:32]([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:29])[C:13]([C:26]([OH:28])=[O:27])=[CH:14][N:15]2[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[F:25])=[CH:10][C:9]=1[F:30])=[O:33]

参加物

5

反応物 3

HCID 284Formic AcidHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 140148307-(2,5-Diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid

生成物 1

HCID 140148337-(5-Formyl-2,5-diazabicyclo-(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid収率 45.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.5 g (1.2 m Mol) 7-(2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid was suspended in 20 ml DMF and treated with 3 ml of the mixed anhydride of acetic and formic acid. After 90 mins. stirring at room temperature the volatiles were removed under reduced pressure. The oily residue was triturated with ether, the residue filtered and recrystallized from a mixture of 20 ml DMF and 5 ml ligroin to give 0.24 g (45.3%) of product, mp 252° C.-258° C. dec.

後処理

  1. customwere removed under reduced pressure
  2. customThe oily residue was triturated with ether
  3. filtrationthe residue filtered
  4. customrecrystallized from a mixture of 20 ml DMF and 5 ml ligroin

出典と根拠

ORDレコード
ord-fcab305469594d9f8a94ef4457f95a9b
出典データセット
uspto-grants-1991_09
特許番号
US05045549

反応ノート

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