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Ethanolamine → HCID 18343701、化合物

HRID 2301037
ノート
印刷プレビュー

反応式

HRID 2301037 の反応式
C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:13][C:14]1[CH:19]=[C:18]([S:20]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([OH:31])=O)=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH:17]=[CH:16][C:15]=1[NH:32][C:33](=[O:41])[C@:34]([OH:40])([CH3:39])[C:35]([F:38])([F:37])[F:36].[CH2:42]([CH2:44][NH2:45])[OH:43]>CN(C=O)C.C(OCC)(=O)C>[Cl:13][C:14]1[CH:19]=[C:18]([S:20]([C:23]2[CH:24]=[CH:25][C:26]([C:29](=[O:31])[NH:45][CH2:44][CH2:42][OH:43])=[CH:27][CH:28]=2)(=[O:21])=[O:22])[CH:17]=[CH:16][C:15]=1[NH:32][C:33](=[O:41])[C@:34]([OH:40])([CH3:39])[C:35]([F:37])([F:36])[F:38]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 700EthanolamineHCID 682631,1'-CarbonyldiimidazoleHCID 54539434HCID 54539434、化合物

生成物 1

HCID 18343701HCID 18343701、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

A solution of 1,1′-carbonyldiimidazole (0.169 g) and (R)-N-[2-chloro4-(4-carboxyphenylsulphonyl)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 121) (0.30 g) in DMF (1 ml)/ethyl acetate (9 ml) was heated at 50° C. for 30 minutes. Ethanolamine (0.055 ml) was added and the mixture was heated and stirred a further 17 hours. The mixture was cooled, diluted with ethyl acetate (50 ml), washed with dilute aqueous hydrochloric acid (25 ml), water (25 ml), saturated aqueous sodium hydrogen carbonate solution (25 ml) and brine, then dried. Volatile material was removed by evaporation and the residue was purified by chromatography, eluting with 2.5% ethanol/ethyl acetate to give the title compound (0.25 g) as a solid. NMR (CDCl3+DMSO-δ6):1.58 (s, 3H), 3.44 (m, 2H), 3.62 (m, 2H), 4.26 (t, 1H), 7.05 (s, 1H), 7.76 (dd, 1H), 7.83-8.01 (m, 6H), 8.56 (d, 1H), 9.73 (brs, 1H); MS (ESP−): 495.

後処理

  1. temperaturethe mixture was heated
  2. temperatureThe mixture was cooled
  3. washwashed with dilute aqueous hydrochloric acid (25 ml), water (25 ml), saturated aqueous sodium hydrogen carbonate solution (25 ml) and brine
  4. customdried
  5. customVolatile material was removed by evaporation
  6. customthe residue was purified by chromatography
  7. washeluting with 2.5% ethanol/ethyl acetate

出典と根拠

ORDレコード
ord-d2533015b9044a3a9edc9c9f78e83748
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06498275B1

反応ノート

読み込み中…

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