2-Methoxyaniline → HCID 86706290, compound

HRID 2205877Notes

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

Participants

Reactant 2

HCID 70002-Methoxyaniline

HCID 86706270HCID 86706270, compound

Product 1

HCID 86706290HCID 86706290, compoundYield 48%

Procedure

The title compound was prepared in 48% yield from compound 10 and 2-methoxyphenyl amine using the method described for Preparation 35. 1H-NMR (CDCl3, 500 MHz): δ 1.53 (s, 9H), 1.69 (s, 9H), 3.92 (s, 3H), 6.58 (d, J=0.95 Hz, 1H), 6.91-6.99 (m, 3H), 7.08 (br s, 1H), 7.66 (m, 1H), 7.83 (d, J=0.95 Hz, 1H), 7.92-7.95 (m, 1H), 8.33 (d, J=0.63 Hz, 1H), 8.49 (d, J=0.95 Hz, 1H).

Workup

customdescribed for Preparation 35

Sources & evidence

ORD record: ord-e26c13acf34546b5ba5ebff4decee650
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09371319B2

Reaction notes

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