Propan-2-one--dichloromethane (1/1) → [6-(4-Amino-2-methyl-phenoxy)-pyrimidin-4-yl]-methyl-amine

HRID 1993586Notes

Reaction equation

HRID 1993586 reaction equation
C(OC(=O)[NH:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[C:22]([NH:24][CH3:25])[N:21]=[CH:20][N:19]=2)=[C:13]([CH3:26])[CH:12]=1)C1C=CC=CC=1.CC(C)=O.C(Cl)Cl>CO.C1COCC1.[Pd]>[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[N:19]=[CH:20][N:21]=[C:22]([NH:24][CH3:25])[CH:23]=2)=[C:13]([CH3:26])[CH:12]=1

Participants

5

Reactant 2

HCID 21584124Propan-2-one--dichloromethane (1/1)HCID 68537615[3-Methyl-4-(6-methylamino-pyrimidin-4-yloxy)-phenyl]-carbamic acid benzyl ester

Product 1

HCID 68537196[6-(4-Amino-2-methyl-phenoxy)-pyrimidin-4-yl]-methyl-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

The title compound is prepared from [3-methyl-4-(6-methylamino-pyrimidin-4-yloxy)-phenyl]-carbamic acid benzyl ester by hydrogenation in the presence of Pd/C in MeOH/THF: M+H=230.9; Rf (acetone/CH2Cl2=1:1): 0.20.

Sources & evidence

ORD record
ord-0cada57be2d34d56b70d25b97fecebc7
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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