4-(Trifluoromethyl)aniline → HCID 178522271, compound

HRID 480091Notes

Reaction equation

HRID 480091 reaction equation
FC(F)(F)C1C=CC(N)=CC=1.C(OC(OCC)OCC)C.ClC1C=CC=CC=1C1NN=C(C2CC2)C=1C(NC1C=CC(C(F)(F)F)=CC=1)=O.ClC1C=CC=CC=1C1NN=C(C2CC2)C=1C(NC1C=CC(C(F)(F)F)=C(C)C=1)=O.[Cl:79][C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][C:81]=1[C:86]1[NH:90][N:89]=[C:88]([CH:91]2[CH2:93][CH2:92]2)[C:87]=1[C:94]([NH:96][C:97]1[CH:102]=[CH:101][C:100]([S:103]([C:106]([F:109])([F:108])[F:107])(=[O:105])=[O:104])=[C:99](C)[CH:98]=1)=[O:95]>>[Cl:79][C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][C:81]=1[C:86]1[NH:90][N:89]=[C:88]([CH:91]2[CH2:92][CH2:93]2)[C:87]=1[C:94]([NH:96][C:97]1[CH:102]=[CH:101][C:100]([S:103]([C:106]([F:109])([F:107])[F:108])(=[O:105])=[O:104])=[CH:99][CH:98]=1)=[O:95]

Participants

6

Reactant 5

HCID 99644-(Trifluoromethyl)anilineHCID 31214Ethyl orthoformateHCID 178428610HCID 178428610, compoundHCID 178428611HCID 178428611, compoundHCID 178522055HCID 178522055, compound

Product 1

HCID 178522271HCID 178522271, compound

Procedure

By substituting the appropriate amines for 4-(trifluoromethyl)aniline in a, and then by substituting triethyl-2-chloroorthobenzoate for triethylorthoformate in b, the identical process of a gives 5-(2-chlorophenyl)-3-cyclopropyl-4-[4-(trifluoromethyl) phenylaminocarbonyl]pyrazole, 5-(2-chlorophenyl)-3-cyclopropyl-4-(pyrid-2-aminocarbonyl)pyrazole, and 5-(2-chlorophenyl)-3-cyclopropyl-4-[3-methyl-4-(trifluoromethyl) phenylaminocarbonyl]pyrazole and 5-(2-chlorophenyl)-3-cyclopropyl-4-[3-methyl-4-(trifluoromethyl-sulfonyl)phenylaminocarbonyl]pyrazole.

Sources & evidence

ORD record
ord-81b2c4bc7f6d4079b02a10b5509fe486
Source dataset
uspto-grants-2003_11
Patent number
US06649635B2

Reaction notes

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