Water → HCID 10272322, compound

HRID 990805Notes

Reaction equation

N(C1C=CC(S(N[Si](C(C)(C)C)(C)C)(=O)=O)=CC=1)=[C:2]=S.COC1C=CC([C:29]2[C:34]3[S:35][CH:36]=[C:37]([C:38]4[NH:42][N:41]=[C:40]([NH:43][C:44]5[CH:49]=[CH:48][C:47]([S:50]([NH2:53])(=[O:52])=[O:51])=[CH:46][CH:45]=5)[CH:39]=4)[C:33]=3[CH:32]=[CH:31][CH:30]=2)=CC=1.[OH2:54]>>[CH3:2][O:54][C:30]1[CH:31]=[CH:32][C:33]2[C:37]([C:38]3[NH:42][N:41]=[C:40]([NH:43][C:44]4[CH:45]=[CH:46][C:47]([S:50]([NH2:53])(=[O:52])=[O:51])=[CH:48][CH:49]=4)[CH:39]=3)=[CH:36][S:35][C:34]=2[CH:29]=1

Participants

Reactant 3

HCID 962Water

HCID 10116457HCID 10116457, compound

HCID 18416681HCID 18416681, compound

Product 1

HCID 10272322HCID 10272322, compoundYield 34%

Procedure

Prepared in 34% yield from 3-acetyl-6-methoxy-benzolblthiophene and 4-isothiocyanato-N-(TBDMS)-benzenesulfonamide analogous to the procedure for 4-{5-[7-(4-methoxy-phenyl)-benzo[b]thiophen-3-yl]-1H-pyrazol-3-ylamino]-benzenesulfonamide [Example 3(d)]. 1H NMR (300 MHz, DMSO-d6) 6 12.60 (s, 1H), 9.10 (s, 1H), 7.92 (d, 1H, J=8.7Hz), 7.80 (s, 1H), 7.65 (app d, 3H, J=8.7Hz), 7.48 (d, 2H, J=8.1Hz), 7.12 (d, 1H, J 8.7Hz), 7.05 (s, 2H), 6.28 (s, 1H), 3.85 (s, 3H). Anal. (C18H16N4O3S20.35 H2O) C. H, N, S. Calculated C=53.15, H=4.14, N=11.77, S=15.77; found C=53.50, H=4.14, N=13.77, S=15.77.

Sources & evidence

ORD record: ord-3fa0b78ed23148cc841a81fa7c3ec0f1
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06462069B2

Reaction notes

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