HCID 10116457, compound → HCID 10115642, compound

HRID 990803Notes

Reaction equation

C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]3[S:15][CH:16]=[C:17]([C:18]4[NH:22][N:21]=[C:20]([NH:23][C:24]5[CH:29]=[CH:28][C:27]([S:30]([NH2:33])(=[O:32])=[O:31])=[CH:26][CH:25]=5)[CH:19]=4)[C:13]=3[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.OC1C=C(C2C3SC=C(C4NN=C(NC5C=CC(S(N)(=O)=O)=CC=5)C=4)C=3C=CC=2)C=CC=1>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:14]3[S:15][CH:16]=[C:17]([C:18]4[NH:22][N:21]=[C:20]([NH:23][C:24]5[CH:29]=[CH:28][C:27]([S:30]([NH2:33])(=[O:32])=[O:31])=[CH:26][CH:25]=5)[CH:19]=4)[C:13]=3[CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 10116457HCID 10116457, compound

HCID 10183180HCID 10183180, compound

Product 1

HCID 10115642HCID 10115642, compoundYield 63%

Procedure

Prepared in 63% yield from 4-{5-[7-(4-methoxy-phenyl)-benzo[b]thiophen-3-yl]-1H-pyrazol-3-ylamino]-benzenesulfonamide analogous to the procedure for 4-{5-[7-(3-hydroxy-phenyl)-benzo[b]thiophen-3-yl]-1H-pyrazol-3-ylamino]-benzenesulfonamide [Example 3(c)]. 1H NMR (300 MHz, DMSO-d6) δ12.66 (s, 1H), 9.74 (s, 1H), 9.13 (s, 1H), 8.02 (s, 1H), 7.98 (d, 1H, J=7.8 Hz). 7.65 (d, 2H, J=8.7 Hz), 7.41-7.60 (m, 6H), 7.06 (s, 2H), 6.93 (d, 2H, J=8.7 Hz), 6.33 (s, 1H). Anal. (C23H18N4O3S2) C, H, N, S. Calculated C=60.49; H=4.23; N=11.76; S=13.45; found C=60.27; H=4.27; N=11.79; S=13.39.

Sources & evidence

ORD record: ord-fcc1a58579404990ae01b968872340bf
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06462069B2

Reaction notes

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