Sodium Methoxide → 7-[3-(Acetylamino)-1-piperidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

HRID 729065ノート

反応式

HRID 729065 の反応式
[C:1]([NH:4][CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]2[C:20](F)=[C:19]3[C:14]([C:15](=[O:28])[C:16]([C:25]([OH:27])=[O:26])=[CH:17][N:18]3[CH:22]3[CH2:24][CH2:23]3)=[CH:13][C:12]=2[F:29])[CH2:6]1)(=[O:3])[CH3:2].[CH3:30][O-:31].[Na+]>CN(C)C=O>[C:1]([NH:4][CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]2[C:20]([O:31][CH3:30])=[C:19]3[C:14]([C:15](=[O:28])[C:16]([C:25]([OH:27])=[O:26])=[CH:17][N:18]3[CH:22]3[CH2:23][CH2:24]3)=[CH:13][C:12]=2[F:29])[CH2:6]1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 15670689HCID 15670689、化合物

生成物 1

HCID 156706907-[3-(Acetylamino)-1-piperidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 7-(3-acetamidopiperidin-1-yl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (4.05 g), sodium methoxide (2.16 g) and N,N-dimethylformamide (120 ml) was stirred for 2 hours at 100°-140° C. The reaction mixture was concentrated in vacuumand water was added to the residue. The mixture was neutralized with 1N hydrochloric acid and the neutralized mixture was then concentrated in vacuum. Purification of the concentrated mixture by silica gel column chromatography (chloroform-methanol) gave 7-(3-acetamidopiperidin-1-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid. m.p. 248°-250° C.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuumand water
  2. additionwas added to the residue
  3. concentrationthe neutralized mixture was then concentrated in vacuum
  4. customPurification of the concentrated mixture by silica gel column chromatography (chloroform-methanol)

出典と根拠

ORDレコード
ord-75f80f9023b04b808b9b48e9a97f7d3e
出典データセット
uspto-grants-1991_09
特許番号
US05051509

反応ノート

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