3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline → HCID 44193181, compound

HRID 1855423Notes

Reaction equation

HRID 1855423 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:15])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.[C:16]([C:20]1[CH:34]=[CH:33][C:23]([O:24][C:25]2[CH:30]=[C:29]([CH3:31])[N:28]=[C:27](Cl)[N:26]=2)=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:17]>>[C:16]([C:20]1[CH:34]=[CH:33][C:23]([O:24][C:25]2[CH:30]=[C:29]([CH3:31])[N:28]=[C:27]([NH:15][C:5]3[CH:6]=[CH:7][C:8]([N:9]4[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]4)=[C:3]([O:2][CH3:1])[CH:4]=3)[N:26]=2)=[CH:22][CH:21]=1)([CH3:19])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 62477121HCID 62477121, compound

Product 1

HCID 44193181HCID 44193181, compoundYield 39%

Procedure

Prepared in analogy to example 81b) from 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine and 4-(4-tert-butyl-phenoxy)-2-chloro-6-methyl-pyrimidine in a yield of 39%. MS ISP (m/e): 444.3 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.58 d, 1H), 7.55 (d, 1H, 7.42 (d, 2H), 7.18 (s, 1H), 7.08 (d, 2H), 7.03 (d, 1H), 6.91 (dxd, 1H), 6.82 (s, 1H), 6.21 (s, 1H), 3.59 (s, 3H), 2.39 (s, 3H), 2.28 (s, 3H), 1.35 (s, 9H).

Sources & evidence

ORD record
ord-14cda3a52f234830bd0cc4dc37221a81
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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