Tetrahydrofuran → Ethyl 3-(5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate

HRID 405171노트

반응식

HRID 405171 반응식
CN(C([O:8]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH2:25]1[CH2:29][O:28][CH2:27][CH2:26]1.[Br:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][CH2:38][C:39]2[CH:44]=[CH:43][C:42]([F:45])=[CH:41][C:40]=2[C:46]2[CH:47]=[CH:48][C:49]([C:52]([OH:54])=O)=[N:50][CH:51]=2)=[CH:33][C:32]=1[F:55].CC[N:58]([CH:62](C)C)C(C)C>CCOC(C)=O>[Br:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][CH2:38][C:39]2[CH:44]=[CH:43][C:42]([F:45])=[CH:41][C:40]=2[C:46]2[CH:47]=[CH:48][C:49]([C:52]([NH:58][CH2:62][CH2:26][C:27]([O:28][CH2:29][CH3:25])=[O:8])=[O:54])=[N:50][CH:51]=2)=[CH:33][C:32]=1[F:55]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 710600525-(2-(((4-Bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinic acid

생성물 1

HCID 71059826Ethyl 3-(5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinamido)propanoate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Solid HATU (227 mg, 0.60 mmol) was added to a THF solution (4.8 mL) of 5-(2-(((4-bromo-3-fluorophenyl)amino)methyl)-5-fluorophenyl)picolinic acid (250 mg, 0.60 mmol), i-Pr2NEt (0.31 mL, 1.79 mmol), and (3-alanine ethyl ester hydrochloride (96 mg, 0.63) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture was diluted with EtOAc, washed with water and brine, dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.

후처리

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified via column chromatography

출처 및 근거

ORD 기록
ord-0be1920eced241659f50e3699792b44f
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748624B2

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