Hydrazine hydrate (1:1) → HCID 68675033, Verbindung

To a suspension of 1-cyclohexylmethyl-7-chloro-1H-indole-3-carboxylic acid (as prepared in Example 16; (2.0 g, 6.8 mmol) in dichloromethane (60 ml) was added oxalyl chloride (1.2 ml, 14 mmol) and the reaction stirred for 2 h and left to stand overnight. The solvent and excess reagent was removed in vacuo. The resulting residue was dissolved in dichloromethane (10 ml) and added dropwise to a cooled solution (ice/methanol bath) of hydrazine hydrate (1.7 ml, 34 mmol) in diethyl ether (60 ml) over 5 mins. The reaction mixture was then stirred for a further 40 mins before being reduced to half its volume in vacuo and filtered. The filtrate was concentrated further and the resulting precipitate filtered. The precipitates were combined and dried in vacuo to afford 1-cyclohexylmethyl-7-chloro-1H-indole-3-carboxylic acid hydrazide (2.3 g, 7 mmol).

1. customas prepared in Example 16
2. waitleft
3. waitto stand overnight
4. customThe solvent and excess reagent was removed in vacuo
5. dissolutionThe resulting residue was dissolved in dichloromethane (10 ml)
6. stirringThe reaction mixture was then stirred for a further 40 mins
7. filtrationfiltered
8. concentrationThe filtrate was concentrated further
9. filtrationthe resulting precipitate filtered
10. customdried in vacuo

ORD-Eintrag

ord-4b506a30b1644b17aeef5caa0a6afbff

Quelldatensatz

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07763732B2