2-[6-(1H-indazol-6-ylcarbamoyl)-1H-benzimidazol-2-ylamino]-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester → 2-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamino)-3H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide

HRID 388937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 388937
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]=[C:15]([NH:17][C:18]3[NH:22][C:21]4[CH:23]=[C:24]([C:27](=[O:38])[NH:28][C:29]5[CH:37]=[C:36]6[C:32]([CH:33]=[N:34][NH:35]6)=[CH:31][CH:30]=5)[CH:25]=[CH:26][C:20]=4[N:19]=3)[S:16][C:10]=2[CH2:9]1)=O)(C)(C)C>CO.Cl.O1CCOCC1.CCOCC>[NH:35]1[C:36]2[C:32](=[CH:31][CH:30]=[C:29]([NH:28][C:27]([C:24]3[CH:25]=[CH:26][C:20]4[N:19]=[C:18]([NH:17][C:15]5[S:16][C:10]6[CH2:9][NH:8][CH2:13][CH2:12][C:11]=6[N:14]=5)[NH:22][C:21]=4[CH:23]=3)=[O:38])[CH:37]=2)[CH:33]=[N:34]1

Komponenten

6

Edukt 1

HCID 595225562-[6-(1H-indazol-6-ylcarbamoyl)-1H-benzimidazol-2-ylamino]-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester

Produkt 1

HCID 595225712-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamino)-3H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 2-[6-(1H-indazol-6-ylcarbamoyl)-1H-benzimidazol-2-ylamino]-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butyl ester (0.25 mmol; see Example 79) in methanol (1 mL), 4M HCl in dioxane (0.5 mL) was added. The resulting mixture was stirred at room temperature for 5-6 h. The volatiles were removed in vacuo, the residue obtained was suspended in ether. The solid obtained was collected by filtration, washed with ether and dried in vacuo to afford 2-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamino)-3H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide as a hydrochloride salt. MS: m/z 431 (M+H)+.

Aufarbeitung

  1. customThe volatiles were removed in vacuo
  2. customthe residue obtained
  3. customThe solid obtained
  4. filtrationwas collected by filtration
  5. washwashed with ether
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-38c7eb7f2dbb4613a32243b3c50bfd69
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08377983B2

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