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

HRID 357430Notes

Reaction equation

HRID 357430 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-77281d25848f4f1792bc8b121e42c4bc
Source dataset
uspto-grants-1998_11
Patent number
US05840727

Reaction notes

Loading…