Hydrochloric Acid → 5-[(1H-Indazol-4-ylmethyl)-carbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid

HRID 1952609Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1952609
C[O:2][C:3]([C:5]1[S:6][C:7]([C:14](=[O:26])[NH:15][CH2:16][C:17]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:18]=2[CH:19]=[N:20][NH:21]3)=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])=[O:4].O.[OH-].[Li+].C1COCC1.Cl>O>[NH:21]1[C:22]2[C:18](=[C:17]([CH2:16][NH:15][C:14]([C:7]3[S:6][C:5]([C:3]([OH:4])=[O:2])=[C:9]([C:10]([F:11])([F:12])[F:13])[CH:8]=3)=[O:26])[CH:25]=[CH:24][CH:23]=2)[CH:19]=[N:20]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 682267275-[(1H-Indazol-4-ylmethyl)-carbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid methyl ester

Produkt 1

HCID 682267655-[(1H-Indazol-4-ylmethyl)-carbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5-[(1H-Indazol-4-ylmethyl)-carbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid methyl ester (200 mg, 0.52 mmol), lithium hydroxide monohydrate (220 mg, 5.22 mmol), THF (4 mL) and water (5 mL) was stirred 15 h, acidified with 1N HCl and extracted with EtOAc (×3). The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and evaporated to give the title compound, 160 mg (83%). MS m/e 370.0 (M+H+).

Aufarbeitung

  1. extractionextracted with EtOAc (×3)
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-10fb0b93c0f54435813beccaf0ab211c
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404859B2

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