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

HRID 1899343Notes

Reaction equation

HRID 1899343 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-143547baa3574f10a7b4397c8cbb069f
Source dataset
uspto-grants-1996_11
Patent number
US05571803

Reaction notes

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