3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline → HCID 57829819, compound

HRID 1855453Notes

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.ClC1C=[C:21](C)[N:20]=[C:19]([N:24]2[CH2:29][CH2:28][N:27]([S:30]([CH3:33])(=[O:32])=[O:31])[CH2:26][CH2:25]2)N=1>>[CH3:33][S:30]([N:27]1[CH2:26][CH2:25][N:24]([C:19]2[CH:3]=[C:8]([CH3:7])[N:9]=[C:21]([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:20]=2)[CH2:29][CH2:28]1)(=[O:31])=[O:32]

Participants

Reactant 2

HCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

HCID 86633627HCID 86633627, compound

Product 1

HCID 57829819HCID 57829819, compoundYield 4%

Procedure

Prepared in analogy to example 81b) from 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine and 4-chloro-2-(4-methanesulfonyl-piperazin-1-yl)-6-methyl-pyrimidine. The title compound was isolated as a yellowish solid in a yield of 4%. MS ISP (m/e): 458.3 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.32 (s, 1H), 7.90 (s, 1H), 7.63 (d, 1H), 7.24 (d, 1H), 7.18 (d, 1H), 7.01 (s, 1H), 6.28 (s, 1H), 3.78 (s, 3H), 3.80-3.70 (m, 4H), 3.19 (t, 4H), 2.91 (s, 3H), 2.23 (s, 3H), 2.14 (s, 3H).

Sources & evidence

ORD record: ord-c2bcf79a2602424b87c4ec3f1defe131
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962834B2

Reaction notes

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