Potassium Carbonate → HCID 68913128, compound

HRID 1855446Notes

Reaction equation

HRID 1855446 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.[CH2:16]([O:23][C:24](=[O:36])[CH2:25][N:26]([C:28]1[CH:33]=[C:32]([CH3:34])[N:31]=[C:30](Cl)[N:29]=1)[CH3:27])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH2:16]([O:23][C:24](=[O:36])[CH2:25][N:26]([C:28]1[CH:33]=[C:32]([CH3:34])[N:31]=[C:30]([NH:15][C:5]2[CH:6]=[CH:7][C:8]([N:9]3[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:29]=1)[CH3:27])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 86633626HCID 86633626, compound

Product 1

HCID 68913128HCID 68913128, compoundYield 56%

Procedure

Prepared in analogy to example 81b) from 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine and [(2-chloro-6-methyl-pyrimidin-4-yl)-methyl-amino]acetic acid benzyl ester, using potassium carbonate as a base. The title compound was isolated as a colorless solid in a yield of 56%. MS ISP (m/e): 473.3 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.58 (s, 1H), 7.54 (s broad, 1H), 7.35-7.20 (m, 4H), 7.10-6.95 (m, 2H), 6.89 (s broad, 1H), 6.82 (s, 1H), 5.95 (s, 1H), 5.16 (s, 2H), 4.39 (s broad, 2H), 3.80 (s, 3H), 3.14 (s, 3H), 2.31 (s, 3H), 2.30 (s, 3H).

Sources & evidence

ORD record
ord-18e79db033ad47b3840dff280cc64401
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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