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Diisopropylethylamine → 2-(2-trifluoromethylphenylamino)-benzooxazole-5-carboxylic acid (1H-indazol-6-yl)-amide

HRID 388983
ノート
印刷プレビュー

反応式

HRID 388983 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[OH:20])[C:5]([NH:7][C:8]1[CH:16]=[C:15]2[C:11]([CH:12]=[N:13][NH:14]2)=[CH:10][CH:9]=1)=[O:6].[N:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:30]([F:33])([F:32])[F:31])=[C:22]=S.CCN(C(C)C)C(C)C>CN(C=O)C.O>[NH:14]1[C:15]2[C:11](=[CH:10][CH:9]=[C:8]([NH:7][C:5]([C:4]3[CH:17]=[CH:18][C:19]4[O:20][C:22]([NH:21][C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=5[C:30]([F:31])([F:32])[F:33])=[N:1][C:2]=4[CH:3]=3)=[O:6])[CH:16]=2)[CH:12]=[N:13]1
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 81531DiisopropylethylamineHCID 7371622-(Trifluoromethyl)phenyl isothiocyanateHCID 684449953-amino-4-hydroxy-N-(1H-indazol-6-yl)-benzamide

生成物 1

HCID 595225792-(2-trifluoromethylphenylamino)-benzooxazole-5-carboxylic acid (1H-indazol-6-yl)-amide

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6228
Dimethylformamide
溶媒

実験手順

A solution of the aminophenol (0.5 mmol) from above in DMF (2 mL) was added with 1-isothiocyanato-2-trifluoromethylbenzene (0.6 mmol) and DIEA (1 mmol). The reaction mixture was subjected to microwave irradiation at 120° C. for 1 h. The reaction mixture was cooled to room temperature, diluted with water (20 mL). The solid formed was collected by filtration, washed with water, and dried in vacuo. The crude product was purified on a silica gel column chromatography using MeOH/DCM as eluent to provide 2-(2-trifluoromethylphenylamino)-benzooxazole-5-carboxylic acid (1H-indazol-6-yl)-amide, obtained as a yellow solid. MS: m/z 438 (M+H)+.

後処理

  1. customirradiation at 120° C. for 1 h
  2. customThe solid formed
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried in vacuo
  6. customThe crude product was purified on a silica gel column chromatography

出典と根拠

ORDレコード
ord-c7c76c0bbd7742dc8815e12b6a9e9f72
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08377983B2

反応ノート

読み込み中…

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