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

HRID 1349612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1349612
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-cd2d9ac24b764a6b98db4104f3ec0241
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211594B2

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