HCID 178487093, compound → HCID 178487103, compound

HRID 1615334Notes

Reaction equation

HRID 1615334 reaction equation
C[O:2]C1C=C2C(=CC=1)NC(=O)/C/2=C/C1C=C2C(C(/C=C/C3C=CC=C[N+]=3[O-])=NN2)=CC=1.[CH3:32][O:33][C:34]1[CH:35]=[C:36]2[C:40](=[CH:41][CH:42]=1)[NH:39][C:38](=[O:43])/[C:37]/2=[CH:44]/[C:45]1[CH:53]=[C:52]2[C:48]([C:49](/[CH:54]=[CH:55]/[C:56]3[CH:61]=[CH:60][N:59]=[CH:58][CH:57]=3)=[N:50][NH:51]2)=[CH:47][CH:46]=1>>[CH3:32][O:33][C:34]1[CH:35]=[C:36]2[C:40](=[CH:41][CH:42]=1)[NH:39][C:38](=[O:43])/[C:37]/2=[CH:44]/[C:45]1[CH:53]=[C:52]2[C:48]([C:49](/[CH:54]=[CH:55]/[C:56]3[CH:61]=[CH:60][N+:59]([O-:2])=[CH:58][CH:57]=3)=[N:50][NH:51]2)=[CH:47][CH:46]=1

Participants

3

Reactant 2

HCID 178487093HCID 178487093, compoundHCID 178487102HCID 178487102, compound

Product 1

HCID 178487103HCID 178487103, compound

Procedure

According to the procedure for the synthesis of 2-((E)-2-(6-((E)-(5-methoxy-2-oxoindolin-3-ylidene)methyl)-1H-indazol-3-yl)vinyl)pyridine 1-oxide (Example A88), except substituting (E)-5-methoxy-3-((3-((E)-2-(pyridin-4-yl)vinyl)-1H-indazol-6-yl)methyl-ene)indolin-2-one (8.1 mg, 0.021 mmol), the title compound was prepared as an orange solid (1.3 mg, 15%.). 1H NMR (400 MHz, DMSO-d6) δ 13.55 (br. s, 1H), 10.45 (s, 1H), 8.35 (d, J=8.6 Hz, 1H), 8.20 (d, J=6.8 Hz, 2H), 7.93 (s, 1H), 7.79-7.72 (m, 4H), 7.55 (d, J=14.3 Hz, 1H), 7.54 (d, J=8.9 Hz, 1H), 7.17 (d, J=2.7 Hz, 1H), 6.86 (dd, J=8.5, 2.7 Hz, 1H), 6.80 (d, J=8.5 Hz, 1H), 3.60 (s, 3H); MS ESI 411.2 [M+H]+, calcd for [C24H18N4O3+H]+ 411.14.

Sources & evidence

ORD record
ord-d88a7231bb5f4e5d85021632a97ebcab
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

Loading…