2-Chloro-4,6-dimethoxy-1,3,5-triazine → 3-(4,6-dimethoxy-1,3,5-triazin-2-yl)-5-methoxy-1,3-dihydro-2H-indol-2-one

HRID 1854775Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6]2.Cl[C:14]1[N:19]=[C:18]([O:20][CH3:21])[N:17]=[C:16]([O:22][CH3:23])[N:15]=1>>[CH3:23][O:22][C:16]1[N:17]=[C:18]([O:20][CH3:21])[N:19]=[C:14]([CH:6]2[C:5]3[C:9](=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=3)[NH:8][C:7]2=[O:12])[N:15]=1

Participants

Reactant 2

HCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazine

HCID 15142865-Methoxyoxindole

Product 1

HCID 867067333-(4,6-dimethoxy-1,3,5-triazin-2-yl)-5-methoxy-1,3-dihydro-2H-indol-2-one

Procedure

5-Methoxy-1,3-dihydro-2H-indol-2-one (1.59 g) and 2-chloro-4,6-dimethoxy-1,3,5-triazine (1.97 g) are reacted analogously to Example 1 Variant A. This gives the title compound as solid in an HPLC purity of 92% area (1.39 g, 53% of theory).

Sources & evidence

ORD record: ord-148b29e8b301446c9d1d03a876dfff98
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962828B2

Reaction notes

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