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 1800641Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1800641
[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]

Komponenten

5

Edukt 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

Produkt 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 ethanedioateAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-1ffbec1a67be4f6da5eabc410aa509eb
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344135B2

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