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

HRID 1601288Notes

Reaction equation

HRID 1601288 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-4be7bb54e5b44c5d89bb87abd7e1c9a7
Source dataset
uspto-grants-1999_11
Patent number
US05977113

Reaction notes

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