Triphenylphosphine → Tert-butyl 2-[4-(2-aminopyrimidin-5-yl)-2-fluorophenoxy]propionate

HRID 500151노트

반응식

HRID 500151 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[OH:32][C@@H:33]([CH3:41])[C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35].[NH2:42][C:43]1[N:48]=[CH:47][C:46]([C:49]2[CH:54]=[CH:53][C:52](O)=[C:51]([F:56])[CH:50]=2)=[CH:45][N:44]=1>O1CCCC1>[NH2:42][C:43]1[N:48]=[CH:47][C:46]([C:49]2[CH:54]=[CH:53][C:52]([O:32][CH:33]([CH3:41])[C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])=[C:51]([F:56])[CH:50]=2)=[CH:45][N:44]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 129438461,1-Dimethylethyl (2S)-2-hydroxypropanoateHCID 672239574-(2-Aminopyrimidin-5-yl)-2-fluorophenol

생성물 1

HCID 67223953Tert-butyl 2-[4-(2-aminopyrimidin-5-yl)-2-fluorophenoxy]propionate수율 72%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of triphenylphosphine (0.315 g, 1.2 mmol) in tetrahydrofuran (THF, 5.0 mL) was added diethyl azodicarboxylate (0.19 mL, 1.2 mmol) and tert-butyl(S)-2-hydroxypropanoate (292 mg, 2 mmol) followed by 4-(2-aminopyrimidin-5-yl)-2-fluorophenol (0.20 g, 1.0 mmol) at RT (RT) under nitrogen. The mixture was stirred overnight at RT, evaporated and the residue was purified by chromatography on silica gel to afford the desired product (0.24 g, 72%). LCMS: (M+H)=334. 1.

후처리

  1. custom(RT)
  2. customevaporated
  3. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-1d771913e51a4000b228ef7ef2ffbe09
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767675B2

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