Ethyl isocyanate → 4-[5-(3-Iodo-4-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazine-1-carboxylic acid tert-butylamide
Reaction equation
[I:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:23])[C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[N:13][CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[CH2:24](N=C=O)C.C(OC(=O)CCNC(N1CCN(C2C=CC([C:50](=[O:60])[NH:51][C:52]3[CH:57]=CC(C)=C(I)[CH:53]=3)=CN=2)CC1)=O)C>>[C:52]([NH:51][C:50]([N:20]1[CH2:19][CH2:18][N:17]([C:14]2[CH:15]=[CH:16][C:11]([C:10](=[O:23])[NH:9][C:4]3[CH:5]=[CH:6][C:7]([CH3:8])=[C:2]([I:1])[CH:3]=3)=[CH:12][N:13]=2)[CH2:22][CH2:21]1)=[O:60])([CH3:24])([CH3:57])[CH3:53]Participants
4
Reactant 3
Product 1
Procedure
4-[5-(3-Iodo-4-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazine-1-carboxylic acid tert-butylamide was synthesized from N-(3-iodo-4-methyl-phenyl)-6-piperazin-1-yl-nicotinamide and ethyl isocyanate in a manner similar to the one described in the synthesis of 3-({4-[5-(3-iodo-4-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazine-1-carbonyl}-amino)-propionic acid ethylester above. LCMS calcd for C20H24IN5O2 (m/e) 493, obsd 494 (M+H).
Sources & evidence
- ORD record
- ord-cfb7be0c1aca4bcc898a84b4a4fc8266
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
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