Methylamine → [3-Methyl-4-(6-methylamino-pyrimidin-4-yloxy)-phenyl]-carbamic acid benzyl ester

HRID 1993587Notes

Reaction equation

HRID 1993587 reaction equation
[CH2:1]([O:8][C:9](=[O:26])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[C:22](Cl)[N:21]=[CH:20][N:19]=2)=[C:13]([CH3:25])[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:27][NH2:28].CC(C)=O.C(Cl)Cl>CCO>[CH2:1]([O:8][C:9](=[O:26])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[C:22]([NH:28][CH3:27])[N:21]=[CH:20][N:19]=2)=[C:13]([CH3:25])[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 21584124Propan-2-one--dichloromethane (1/1)HCID 86605454[4-(6-Chloro-pyrimidin-4-yloxy)-3-methyl-phenyl]-carbamic acid benzyl ester

Product 1

HCID 68537615[3-Methyl-4-(6-methylamino-pyrimidin-4-yloxy)-phenyl]-carbamic acid benzyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound is prepared from [4-(6-chloro-pyrimidin-4-yloxy)-3-methyl-phenyl]-carbamic acid benzyl ester by aminomethylation (30% CH3NH2 in EtOH, 60 min, rt): M+H=363.9; Rf (acetone/CH2Cl2=3:7): 0.26.

Sources & evidence

ORD record
ord-02ccafbcfcc84fd5b34eef0840b0cb1d
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

Loading…