Tetrahydrofuran → 2-(3-Chloropyridin-4-yl)-5-(trifluoromethylthio)benzoxazole

HRID 884889ノート

反応式

HRID 884889 の反応式
[Cl:1][C:2]1[CH:22]=[N:21][CH:20]=[CH:19][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([S:13][C:14]([F:17])([F:16])[F:15])[CH:10]=[CH:9][C:8]=1[OH:18])=O.O1CCCC1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:22]=[N:21][CH:20]=[CH:19][C:3]=1[C:4]1[O:18][C:8]2[CH:9]=[CH:10][C:11]([S:13][C:14]([F:17])([F:16])[F:15])=[CH:12][C:7]=2[N:6]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 66881883HCID 66881883、化合物

生成物 1

HCID 668809412-(3-Chloropyridin-4-yl)-5-(trifluoromethylthio)benzoxazole収率 93.9%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a mixture of 0.64 g of 3-chloro-N-[2-hydroxy-5-(trifluoromethylthio)phenyl]isonicotinamide, 6 ml of tetrahydrofuran and 0.53 g of triphenylphosphine, 0.87 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature and stirred for 1.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.57 g of 2-(3-chloropyridin-4-yl)-5-(trifluoromethylthio)benzoxazole (hereinafter, referred to as “active compound 77”).

後処理

  1. additionwas added dropwise at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-51149e08da8048a5b7a40d32eba51bec
出典データセット
uspto-grants-2012_08
特許番号
US08242133B2

反応ノート

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