HCID 45582882, compound → HCID 178457913, compound

HRID 1615237Notes

Reaction equation

HRID 1615237 reaction equation
[CH:1]([NH:4][C:5]([NH:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH2:11]2)=[O:6])([CH3:3])[CH3:2].[NH:18]1[C:22]2[CH:23]=[CH:24][C:25]([CH:27]=O)=[CH:26][C:21]=2[N:20]=[N:19]1>>[NH:18]1[C:22]2[CH:23]=[CH:24][C:25](/[CH:27]=[C:11]3/[C:12](=[O:17])[NH:13][C:14]4[C:10]/3=[CH:9][C:8]([NH:7][C:5]([NH:4][CH:1]([CH3:3])[CH3:2])=[O:6])=[CH:16][CH:15]=4)=[CH:26][C:21]=2[N:20]=[N:19]1

Participants

3

Reactant 2

HCID 45582882HCID 45582882, compoundHCID 178519382HCID 178519382, compound

Product 1

HCID 178457913HCID 178457913, compound

Procedure

According to the method of Example A20, except substituting 1-isopropyl-3-(2-oxoindolin-5-yl)urea (23 mg, 0.099 mmol) and 1H-benzo[d][1,2,3]triazole-5-carbaldehyde (15 mg, 0.11 mmol), the title compound was obtained as an orange solid (6 mg, 16%). 1H NMR (400 MHz, DMSO-d6) δ 10.44 (s, 1H), 8.01 (s 1H), 7.75 (s, 1H), 7.57-7.59 (m, 2H), 7.31 (d, J=7.6 Hz, 1H), 6.74 (d, J=8.4 Hz, 1H), 5.76 (d, J=7.6 Hz, 1H), 3.75-3.70 (m, 1H), 1.03-1.00 (d, 6H); MS ESI 363.1 [M+H]+, calcd for [C20H19N5O2+H]+ 363.2.

Sources & evidence

ORD record
ord-292fb19716dc463fabf240e98c963cd4
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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