Hydrochloric Acid → HCID 19785553、化合物

HRID 256773

反応式

HRID 256773 の反応式
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[N:11]=[C:12]([NH:18][CH3:19])[S:13][C:14]=2[C:15](O)=[O:16])[CH3:9])[CH:5]=[CH:4][C:3]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CN(C)C=O.C(Cl)(=O)C(Cl)=O.Cl.[NH2:38][OH:39].C(N(CC)CC)C.S1C=CN=C1C(O)=O.Cl>C(Cl)Cl.O.O1CCCC1>[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[N:11]=[C:12]([NH:18][CH3:19])[S:13][C:14]=2[C:15]([NH:38][OH:39])=[O:16])[CH3:9])[CH:5]=[CH:4][C:3]=1[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

参加物

11

反応物 7

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 443297Hydroxyamine hydrochlorideHCID 27627331,3-Thiazole-2-carboxylic acidHCID 197855604-(1-(2-Fluoro-4-biphenylyl)ethyl)-2-methylamino-5-thiazolecarboxylic acid

生成物 1

HCID 19785553HCID 19785553、化合物収率 48.1%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To an ice-cooled and stirred solution of 4-(1-(2-fluoro-4-biphenylyl)ethyl)-2-methylamino-5-thiazolecarboxylic acid (5.00 g, 14.0 mmoles) and dimethylformamide (1.03 g, 14.1 mmoles) in methylene chloride (200 ml) was added dropwise oxalyl chloride (3.93 g, 31.0 mmoles) and the mixture was stirred for 40 minutes. On the other hand, hydroxylamine hydrochloride (3.91 g, 56.3 mmoles) in water (5 ml) and triethylamine (8.55 g, 84.5 mmoles) were dissolved in tetrahydrofuran (100 ml), and to the mixture was added dropwise the above-mentioned reacted solution of thiazolecarboxylic acid. After stirring for 30 minutes, the reaction mixture was acidified to pH 4 with 1M hydrochloric acid and extracted with methylene chloride. The organic layer was washed with water, dried and concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the desired 4-(1-(2-fluoro-4-biphenylyl)ethyl)-2-methylamino-5-thiazolecarbohydroxamic acid (2.50 g, 6.73 mmoles, 48%) as a light brown amorphous product.

後処理

  1. stirringAfter stirring for 30 minutes
  2. extractionextracted with methylene chloride
  3. washThe organic layer was washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-bda1daba9d21467684c7ef2c7cc1ca2f
出典データセット
uspto-grants-1993_11
特許番号
US05258396

関連ノート

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