N-Methylaniline → HCID 57829748, compound

HRID 1855481Notes

Reaction equation

HRID 1855481 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[C:10]1[N:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]3)=[C:19]([O:29][CH3:30])[CH:18]=2)[CH:13]=[CH:12][CH:11]=1>>[CH3:30][O:29][C:19]1[CH:18]=[C:17]([NH:16][C:14]2[CH:13]=[CH:12][CH:11]=[C:10]([N:2]([CH3:1])[C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)[N:15]=2)[CH:22]=[CH:21][C:20]=1[N:23]1[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]1

Participants

3

Reactant 2

HCID 7515N-MethylanilineHCID 86633629HCID 86633629, compound

Product 1

HCID 57829748HCID 57829748, compound

Procedure

Prepared in analogy to example 62 from N-methylaniline and (6-chloro-pyridin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine. The title compound was obtained as a brownish solid (Yield=16%). MS ISP (m/e): 386.2 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.06 (s, 1H), 7.68 (d, 1H), 7.61 (s, 1H), 7.50-7.35 (m, 3H), 7.35-7.15 (m, 4H), 7.09 (, 1H), 6.99 (s, 1H), 6.19 (d, 1H), 5.95 (d, 1H), 3.70 (s, 3H), 3.44 (s, 3H), 2.14 (s, 3H).

Sources & evidence

ORD record
ord-ce98d66257244b82bfafcf615ca4ccd0
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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