3,4-Dimethoxyaniline → HCID 86706293, compound

HRID 2205880Notes

Reaction equation

HRID 2205880 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]2[CH:8]=[C:9]([C:18]3[CH:19]=[N:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:22]=3)[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]=2[CH:3]=1.[CH3:30][O:31][C:32]1[CH:33]=[C:34]([NH2:40])[CH:35]=[CH:36][C:37]=1[O:38][CH3:39]>>[C:26]([O:25][C:23]([N:21]1[CH:22]=[C:18]([C:9]2[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]3[CH:3]=[C:2]([NH:40][C:34]4[CH:35]=[CH:36][C:37]([O:38][CH3:39])=[C:32]([O:31][CH3:30])[CH:33]=4)[N:7]=[CH:6][C:5]=3[CH:8]=2)[CH:19]=[N:20]1)=[O:24])([CH3:29])([CH3:28])[CH3:27]

Participants

3

Reactant 2

HCID 227703,4-DimethoxyanilineHCID 86706270HCID 86706270, compound

Product 1

HCID 86706293HCID 86706293, compoundYield 71%

Procedure

The title compound was prepared in 71% yield from compound (10) and 3,4-dimethoxyphenyl amine using the method described for Preparation 35. 1H-NMR (CDCl3, 500 MHz): δ 1.46 (s, 9H), 1.68 (s, 9H), 3.90 (s, 3H), 3.91 (s, 3H), 6.45 (br s, 1H, NH), 6.56 (d, J=0.95 Hz, 1H), 6.89 (m, 2H), 6.96 (m, 1H), 7.45 (m, 1H), 7.81 (d, J=0.63 Hz, 1H), 8.20 (d, J=0.95 Hz, 1H), 8.42 (d, J=0.95 Hz, 1H).

Workup

  1. customdescribed for Preparation 35

Sources & evidence

ORD record
ord-df942e7e07b14756ab4bd7a9204bfa23
Source dataset
uspto-grants-2016_06
Patent number
US09371319B2

Reaction notes

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