HCID 178504700, compound → HCID 10222360, compound

HRID 993323Notes

Reaction equation

HRID 993323 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:15][N:14]=[C:13]([OH:16])[C:12]=2[C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].FC1C=C[C:28]([C:31]2[C:32](O)=[N:33]NC=2C2C=CC(S(C)(=O)=O)=CC=2)=[CH:27]C=1>O>[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[C:12]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)=[C:13]3[O:16][C:31]([C:32]#[N:33])=[C:28]([CH3:27])[N:14]3[N:15]=2)=[CH:9][CH:10]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 178504700HCID 178504700, compoundHCID 178514698HCID 178514698, compound

Product 1

HCID 10222360HCID 10222360, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The desired compound was prepared according to the method of Example 54C, substituting 5-(4-(aminosulphonyl)phenyl)-4-(4-fluorophenyl)-3-hydroxypyrazole prepared according to the method of Example 55C in place of 4-(4-fluorophenyl)-3-hydroxy-5-(4-(methylsulphonyl)phenyl)pyrazole (yield: 35 mg, 13%). MP 231-232° C.; MS (APCI+) m/z 397 (M+H)+; (APCI−) m/z 395 (M−H)−, 431 (M+Cl)−; 1H NMR (300 MHz, DMSO-d6) δ2.65 (s, 3H), 7.30 (m, 4H), 7.47 (s, 2H), 7.67 (d, J=9 Hz, 2H), 7.88 (d, J=9 Hz, 2H); Anal. calc. for C19H13FN4O3S.1.5 H2O: C, 53.89; H, 3.80; N, 13.23. Found: C, 53.82; H, 3.93; N, 11.38.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-b92937f7d0434a9d81e79dcf118ff10a
Source dataset
uspto-grants-2002_10
Patent number
US06472416B1

Reaction notes

Loading…