HCID 18416679, compound → HCID 135532373, compound

HRID 990808Notes

Reaction equation

C([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[NH:21][N:20]=[C:19]([NH:22][C:23]3[CH:28]=[CH:27][C:26]([S:29]([NH2:32])(=[O:31])=[O:30])=[CH:25][CH:24]=3)[CH:18]=2)=[CH:9]1)(OC(C)(C)C)=O.N1C2C(=CC=CC=2)C(C2NN=C(NC3C=CC=CC=3)C=2)=C1>>[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[NH:21][N:20]=[C:19]([NH:22][C:23]3[CH:24]=[CH:25][C:26]([S:29]([NH2:32])(=[O:30])=[O:31])=[CH:27][CH:28]=3)[CH:18]=2)=[CH:9]1

Participants

Reactant 2

HCID 18416679HCID 18416679, compound

HCID 135409270HCID 135409270, compound

Product 1

HCID 135532373HCID 135532373, compoundYield 88%

Procedure

Prepared in 88% yield from 4-[5-(N-BOC-indol-3-yl)-1H-pyrazol-3-ylamino]-benzenesulfonamide analogous to the procedure for the preparation of [5-(1H-indol-3-yl)-1H-pyrazol-3-yl]-phenyl-amine [Example 1(J)]. 1H NMR (300 MHz, DMSO-d6) δ12.27 (s, 1H), 11.44(s, 1H), 9.01 (s, 1H), 7.80 (d, 1H, J=7.2 Hz), 7.76 (d, 1H, J=2.1 Hz), 7.64, (d, 2H, J=9.0 Hz), 7.44-7.49 (m, 3H), 7.12-7.18 (m, 2H), 7.03 (s, 2H), 6.20 (s, 1H). Anal. (C17H15N5O2S) C, H, N, S. Calculated C=57.78, H=4.28, N=19.82, S=9.07; found C=57.67, H=4.25, N=19.58, S=9.09.

Sources & evidence

ORD record: ord-dcadf7f6f0e142698c14a61aba84d52a
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06462069B2

Reaction notes

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