Potassium Carbonate → HCID 57829821, compound

HRID 1855428Notes

Reaction equation

HRID 1855428 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.Cl[C:17]1[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([O:24][CH:25]2[CH2:28][O:27][CH2:26]2)[N:18]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:17]2[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([O:24][CH:25]3[CH2:26][O:27][CH2:28]3)[N:18]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 86633623HCID 86633623, compound

Product 1

HCID 57829821HCID 57829821, compoundYield 27%

Procedure

Prepared in analogy to example 81b) from 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine and 2-chloro-4-methyl-6-(oxetan-3-yloxy)-pyrimidine, using potassium carbonate as a base. The title compound was isolated in a yield of 27%. MS ISP (m/e): 368.1 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=9.62 (s broad, 1H), 7.67 (d, 2H), 7.41 (dxd, 1H), 7.26 (d, 1H), 7.04 (s, 1H), 6.28 (s, 1H), 5.65 (m, 1H), 4.90 (t, 2H), 4.58 (m, 2H), 3.81 (s, 3H), 2.31 (s, 3H), 2.14 (s, 3H).

Sources & evidence

ORD record
ord-58895852a4304c41954cc466986e5b6c
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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