2-Fluoro-5-(trifluoromethyl)phenyl isocyanate → HCID 178463702, compound

HRID 1668342Notes

Reaction equation

HRID 1668342 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N:12]=[C:13]=[O:14].[NH2:15][C:16]1[CH:17]=[C:18](C=C[CH:33]=1)[CH2:19][CH2:20][CH2:21][NH:22][C:23]1[C:24]([C:28]([NH2:30])=[O:29])=[N:25][NH:26][CH:27]=1.[N+]([C:37]1C=C(C=C[CH:54]=1)CCCNC1C(C(N)=O)=NNC=1)([O-])=O>>[CH2:37]([N:22]([CH2:21][C:20]1[CH:19]=[CH:18][CH:17]=[C:16]([NH:15][C:13]([NH:12][C:3]2[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=2[F:1])=[O:14])[CH:33]=1)[C:23]1[C:24]([C:28]([NH2:30])=[O:29])=[N:25][NH:26][CH:27]=1)[CH3:54]

Participants

4

Reactant 3

HCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 178513852HCID 178513852, compoundHCID 178513853HCID 178513853, compound

Product 1

HCID 178463702HCID 178463702, compound

Procedure

4-(Ethyl-{3-[3-(2-fluoro-5-trifluoromethylphenyl)ureido]benzyl}amino)-1H-pyrazole-3-carboxamide is prepared by condensing 1-fluoro-2-isocyanato-4-trifluoromethylbenzene with 4-[(3-aminobenzyl)ethylamino]-1H-pyrazole-3-carboxamide according to the procedure described in Example 34, the latter derivative itself being prepared from 4-[(3-nitrobenzyl)ethylamino]-1H-pyrazole-3-carboxamide according to the procedure also described in Example 34.

Sources & evidence

ORD record
ord-806b9354830142738edc61792e614441
Source dataset
uspto-grants-2011_08
Patent number
US07989439B2

Reaction notes

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