Heptane → 2-chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide ethanedioate

HRID 1800641노트

반응식

HRID 1800641 반응식
[Cl:1][C:2]1[C:34]([O:35][C:36]([C:39]#[N:40])([CH3:38])[CH3:37])=[CH:33][CH:32]=[CH:31][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([N:13]([C:15]2[N:20]=[C:19]3[S:21][C:22]([NH:24][C:25]([CH:27]4[CH2:29][CH2:28]4)=[O:26])=[N:23][C:18]3=[CH:17][CH:16]=2)[CH3:14])[CH:10]=[CH:9][C:8]=1[F:30])=[O:5].O.O.[C:43]([OH:48])(=[O:47])[C:44]([OH:46])=[O:45].CCCCCCC>C(OCC)(=O)C>[C:43]([OH:48])(=[O:47])[C:44]([OH:46])=[O:45].[Cl:1][C:2]1[C:34]([O:35][C:36]([C:39]#[N:40])([CH3:38])[CH3:37])=[CH:33][CH:32]=[CH:31][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([N:13]([C:15]2[N:20]=[C:19]3[S:21][C:22]([NH:24][C:25]([CH:27]4[CH2:29][CH2:28]4)=[O:26])=[N:23][C:18]3=[CH:17][CH:16]=2)[CH3:14])[CH:10]=[CH:9][C:8]=1[F:30])=[O:5]

참가 물질

5

반응물 3

HCID 8900HeptaneHCID 61373Oxalic acid dihydrateHCID 252063462-Chloro-3-[(2-Cyanopropan-2-Yl)oxy]-N-{5-[{2-[(Cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-B]pyridin-5-Yl}(Methyl)amino]-2-Fluorophenyl}benzamide

생성물 1

HCID 866460602-chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide ethanedioate수율 98%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

2-Chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide (300 mg, 0.518 mmol) produced in Example C122(xi) was dissolved in ethyl acetate (9 mL), oxalic acid dihydrate (68.6 mg, 0.544 mmol) was added, and the mixture was stood at 55° C. To the obtained solution was added heptane, and the mixture was cooled to room temperature. The crystallized crystals were collected by filtration, and dried to give the title compound (339 mg, 98%) as colorless crystals.

후처리

  1. customwas stood at 55° C
  2. filtrationThe crystallized crystals were collected by filtration
  3. customdried

출처 및 근거

ORD 기록
ord-1ffbec1a67be4f6da5eabc410aa509eb
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344135B2

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