4-Fluorophenyl isocyanate → 1-[5-(4-Ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidin-3-yl]-3-(4-fluorophenyl)urea
Reaction equation
FC(F)(F)C(O)=O.[CH2:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:21][N:20]([C:22]([N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[O:23])[CH2:19][CH:18]([NH2:29])[CH2:17]2)=[CH:12][CH:11]=1)[CH3:9].[F:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]=[C:38]=[O:39])=[CH:33][CH:32]=1>>[CH2:8]([C:10]1[CH:11]=[CH:12][C:13]([CH:16]2[CH2:21][N:20]([C:22]([N:24]3[CH2:25][CH2:26][CH2:27][CH2:28]3)=[O:23])[CH2:19][CH:18]([NH:29][C:38]([NH:37][C:34]3[CH:35]=[CH:36][C:31]([F:30])=[CH:32][CH:33]=3)=[O:39])[CH2:17]2)=[CH:14][CH:15]=1)[CH3:9]Participants
3
Procedure
83 mg (50% pure, 0.15 mmol) of 5-(4-ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidine-3-amine trifluoroacetate (Example 12A) and 23 mg (0.17 mmol, 1.2 eq.) of 4-fluorophenyl isocyanate were reacted according to General Method 4. Yield: 44 mg (67% of theory)
Sources & evidence
- ORD record
- ord-9c22ff910b1c4128a5425df9ee7408c6
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987248B2
Reaction notes
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