4-Butoxybenzoic acid → N-(7-chloro-1,8-naphthyridin-2-yl)-4-butoxybenzamide

HRID 235844

反応式

HRID 235844 の反応式
[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[NH2:15][C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[N:19][C:20]([Cl:26])=[CH:21][CH:22]=2)[N:17]=1>O>[Cl:26][C:20]1[N:19]=[C:18]2[C:23]([CH:24]=[CH:25][C:16]([NH:15][C:10](=[O:12])[C:9]3[CH:8]=[CH:7][C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[CH:14][CH:13]=3)=[N:17]2)=[CH:22][CH:21]=1

参加物

4

反応物 2

HCID 729714-Butoxybenzoic acidHCID 851997-Chloro-1,8-naphthyridin-2-amine

生成物 1

HCID 13579409N-(7-chloro-1,8-naphthyridin-2-yl)-4-butoxybenzamide収率 35.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The procedure is similar to that described in Example 1, but starting with 4-butoxybenzoic acid (15.5 g), N,N'-carbonyldiimidazole (12.9 g) and 2-amino-7-chloro-1,8-naphthyridine (8.9 g). The product produced by precipitation in water (approximately 18 g; m.p. 140° C.) is purified by chromatography on a column 40 mm in diameter charged with silica (200 g; 0.063-0.2 mm), using methylene chloride as eluant and collecting 60-cc fractions. After concentration to dryness of fractions 8 to 12 at 40° C. under reduced pressure (4 kPa), N-(7-chloro-1,8-naphthyridin-2-yl)-4-butoxybenzamide (6.2 g) is produced, m.p. 197° C.

後処理

  1. customis purified by chromatography on a column 40 mm in diameter
  2. additioncharged with silica (200 g; 0.063-0.2 mm)
  3. customcollecting 60-cc fractions
  4. concentrationAfter concentration to dryness of fractions 8 to 12 at 40° C. under reduced pressure (4 kPa)

出典と根拠

ORDレコード
ord-2336dddbad3b4ae1a27ccf18b239c58f
出典データセット
uspto-grants-1987_02
特許番号
US04642308

関連ノート

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