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

HRID 405171ノート

反応式

HRID 405171 の反応式
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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-0be1920eced241659f50e3699792b44f
出典データセット
uspto-grants-2014_06
特許番号
US08748624B2

反応ノート

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