Water → ethyl 3-(4-fluorophenyl)-1H-indazole-5-carboxylate

HRID 2183116Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2183116
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](Cl)=[O:14])=[CH:10][CH:11]=2)[C:6]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[N:5]1)(=O)C.N1[CH:28]=[CH:27]C=CC=1.[OH-:29].[NH4+].O>C(O)C>[F:22][C:19]1[CH:20]=[CH:21][C:16]([C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[C:9]([C:13]([O:29][CH2:27][CH3:28])=[O:14])[CH:8]=3)[NH:4][N:5]=2)=[CH:17][CH:18]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 14923Ammonium HydroxideHCID 224802271-acetyl-3-(4-fluorophenyl)-1H-indazole-5-carbonyl chloride

Produkt 1

HCID 22479944ethyl 3-(4-fluorophenyl)-1H-indazole-5-carboxylateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 1-acetyl-3-(4-fluorophenyl)-1H-indazole-5-carbonyl chloride (100 mg, 0.33 mmol) in ethanol (40 mL) was added pyridine (0.5 mL). The reaction was stirred overnight at room temperature when saturated ammonium hydroxide (1 mL) was added. The reaction was stirred overnight when water (150 mL) was added and the solution filtered. The solid was dried to recover the product (100 mg, 100% yield). 1H NMR (DMSO-d6) δ 13.6 (s, 1H), 8.62 (s, 1H), 8.03-7.9 (m, 3H), 7.70 (d, 1H), 7.61 (d, 1H), 7.42 (t, 2H); ES-MS (m/z) 285 [M+1]+.

Aufarbeitung

  1. additionwas added
  2. additionwas added
  3. filtrationthe solution filtered
  4. customThe solid was dried

Quellen und Nachweise

ORD-Eintrag
ord-2fb4b10d2553458ab71e93fd2c97d148
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06897231B2

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