HCID 69044134, compound → HCID 69047258, compound

HRID 69951Notes

Reaction equation

HRID 69951 reaction equation
[C:1]([N:8]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][C:16]=2[NH:21]C(=O)OCC2C=CC=CC=2)[CH:12]=[C:11]([CH3:32])[N:10]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>CCOC(C)=O.[Pd]>[NH2:21][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][C:15]=1[C:13]1[CH:12]=[C:11]([CH3:32])[N:10]=[C:9]([N:8]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[C:1]([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2])[N:14]=1

Participants

4

Reactant 1

HCID 69044134HCID 69044134, compound

Product 1

HCID 69047258HCID 69047258, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Method 26 was followed using benzyl 4-(2-(di-BOC-amino)-6-methylpyrimidin-4-yl)pyridin-3-ylcarbamate (1.0 equiv.), Pd/C (20% by weight) in EtOAc yielding 4-(3-aminopyridin-4-yl)-N,N-di-BOC-6-methylpyrimidin-2-amine in 90% yield. LCMS (m/z): 402.3 (MH+); LC Rt=3.0 min.

Sources & evidence

ORD record
ord-3eb9c96f8f5640388b6c4b91399fdc86
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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