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

HRID 1913652ノート

反応式

HRID 1913652 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-b7f1e9c60ec4404eb7433c5c1c03e123
出典データセット
uspto-grants-2013_12
特許番号
US08609705B2

反応ノート

読み込み中…