2,2,2-Trifluoroethanol → 5-Pyrrolidin-1-yl-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid

HRID 639323

반응식

HRID 639323 반응식
C(O[C:5]1[N:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[N:7][C:6]=1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)CC.COC(C1C=NC(Cl)=C(Br)N=1)=O.[F:31][C:32]([F:36])([F:35])[CH2:33][OH:34].N1CCCC1.[OH-].[K+]>>[N:14]1([C:6]2[N:7]=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[N:10][C:5]=2[O:34][CH2:33][C:32]([F:36])([F:35])[F:31])[CH2:18][CH2:17][CH2:16][CH2:15]1

참가 물질

6

반응물 5

HCID 64092,2,2-TrifluoroethanolHCID 14797Potassium HydroxideHCID 31268PyrrolidineHCID 59254839Methyl 6-bromo-5-chloro-2-pyrazinecarboxylateHCID 685674456-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid

생성물 1

HCID 685694315-Pyrrolidin-1-yl-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid수율 41%

실험 절차

In analogy to the procedure described for the synthesis of 6-propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid (example 10, step c), the title compound was synthesized from 6-bromo-5-chloro-pyrazine-2-carboxylic acid methyl ester, 2,2,2-trifluoro-ethanol (commercially available), pyrrolidine (commercially available) and subsequent saponification with KOH in 41% yield. m/z (ES+): 292.0 (M+H).

출처 및 근거

ORD 기록
ord-4941a6651ad5431b952f51154e56dd8a
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691863B2

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