Decyl chloroformate → N-[2-[4-(1-decanoxy-6-fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide hydrochloride

HRID 2229697Notes

Reaction equation

HRID 2229697 reaction equation
[Cl:1]C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=O.[F:15][C:16]1[CH:24]=[C:23]2[C:19]([C:20]([N:25]3[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][N:33]4[C:37](=[O:38])[C:36]5=[CH:39][CH:40]=[CH:41][CH:42]=[C:35]5[C:34]4=[O:43])[CH2:27][CH2:26]3)=[N:21][NH:22]2)=[CH:18][CH:17]=1>CCOCC>[ClH:1].[CH2:5]([O:4][N:22]1[C:23]2[C:19](=[CH:18][CH:17]=[C:16]([F:15])[CH:24]=2)[C:20]([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][N:33]3[C:34](=[O:43])[C:35]4=[CH:42][CH:41]=[CH:40][CH:39]=[C:36]4[C:37]3=[O:38])[CH2:27][CH2:26]2)=[N:21]1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 108727Decyl chloroformateHCID 18467209N-[2-[4-(6-fluoro1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide

Product 1

HCID 18467279N-[2-[4-(1-decanoxy-6-fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of decanyl chloroformate (2.4 g, 11 mmol), and N-[2-[4-(6-fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide (3.9 g, 10 mmol) was warmed on the steam bath for 15 minutes. The reaction was allowed to cool to ambient temperature, and then ether was added to the residue. The resulting solid was filtered to afford N-[2-[4-(1-decanoxy-6-fluoro-1H-indazol-3-yl)-1-piperazinyl]ethyl]phthalimide hydrochloride.

Workup

  1. temperaturewas warmed on the steam bath for 15 minutes
  2. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-38cf9a5e41064c158552d66eaa78c038
Source dataset
uspto-grants-2002_07
Patent number
US06420390B1

Reaction notes

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