Trifluoroacetic acid → 4-[2-(4-Fluorophenoxy)ethyl]-1,3-thiazol-2-amine

HRID 1430640ノート

反応式

HRID 1430640 の反応式
C(O)(C(F)(F)F)=O.C(OC(=O)[NH:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[N:19]=1)(C)(C)C>C(Cl)Cl>[F:29][C:26]1[CH:25]=[CH:24][C:23]([O:22][CH2:21][CH2:20][C:18]2[N:19]=[C:15]([NH2:14])[S:16][CH:17]=2)=[CH:28][CH:27]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 59363813HCID 59363813、化合物

生成物 1

HCID 20500224-[2-(4-Fluorophenoxy)ethyl]-1,3-thiazol-2-amine収率 86.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

TFA (12 ml) was added to a solution of {4-[2-(4-Fluoro-phenoxy)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester (2.55 g, 7.5 mmol) in DCM (100 ml) at 0° C. and stirred at r.t. for 4 h. The reaction was quenched with saturated aqueous NaHCO3 solution (15 ml) and extracted in DCM, dried over Na2SO4, evaporated under reduced pressure to yield 4-[2-(4-Fluoro-phenoxy)-ethyl]-thiazol-2-ylamine (1.55 g, 86%). 1H NMR (400 MHz, CDCl3): δ 3.0 (t, J=6.8 Hz, 2H), 4.20 (t, J=6.8 Hz, 2H), 4.88 (brs, 2H), 6.26 (s, 1H), 6.83-6.86 (m, 2H), 6.94-6.98 (m, 2H).

後処理

  1. customThe reaction was quenched with saturated aqueous NaHCO3 solution (15 ml)
  2. extractionextracted in DCM
  3. dry with materialdried over Na2SO4
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-c185f36c82554066960766b233b1bf96
出典データセット
uspto-grants-2015_01
特許番号
US08940900B2

反応ノート

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