Benzylamine → HCID 68814021, compound
Reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(S([C:14]1[N:18]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:17]2[CH:26]=[C:27]([C:30]3[C:31]([C:54]4[CH:59]=[CH:58][C:57]([F:60])=[CH:56][CH:55]=4)=[N:32][N:33]([C:35]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)[C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[CH:34]=3)[CH:28]=[CH:29][C:16]=2[N:15]=1)(=O)=O)C>>[CH2:1]([NH:8][C:14]1[N:18]([C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)[C:17]2[CH:26]=[C:27]([C:30]3[C:31]([C:54]4[CH:55]=[CH:56][C:57]([F:60])=[CH:58][CH:59]=4)=[N:32][N:33]([C:35]([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[CH:34]=3)[CH:28]=[CH:29][C:16]=2[N:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
3
Conditions
- Temperature
- 150 °C
Procedure
1 mL benzyl amine was added to 40 mg 2-(ethylsulfonyl)-1-(4-fluorophenyl)-6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]-1H-benzo[d]imidazole obtained in Example 138, and then stirred at 150° C. for 24 hours. The reaction product was purified by silica gel chromatography (hexane/ethyl acetate) to give 26 mg N2-benzyl-1-(4-fluorophenyl)-6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]-1H-benzo[d]imidazol-2-amine. This product was subjected to deprotection of the trityl group in the same manner as in Example 84 and then purified by NAM silica gel chromatography (ethyl acetate/hexane), to give 18 mg of the title compound as colorless crystals.
Workup
- customThe reaction product was purified by silica gel chromatography (hexane/ethyl acetate)
Sources & evidence
- ORD record
- ord-8e0af78fa06349efb58c30d6665a5b1c
- Source dataset
- uspto-grants-2006_07
- Patent number
- US07074801B1
Reaction notes
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