Carbamic acid,[2-amino-4-[6-(phenylmethoxy)-3-pyridinyl]phenyl]-,1,1-dimethylethyl ester → [2-Amino-4-(6-oxo-1,6-dihydro-pyridin-3-yl)-phenyl]-carbamic acid tert.-butyl ester

HRID 859328Notes

Reaction equation

HRID 859328 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[N:16][C:17]([O:20]CC3C=CC=CC=3)=[CH:18][CH:19]=2)=[CH:10][C:9]=1[NH2:28])([CH3:4])([CH3:3])[CH3:2]>[Pd]>[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[NH:16][CH:15]=2)=[CH:10][C:9]=1[NH2:28])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 69592766Carbamic acid,[2-amino-4-[6-(phenylmethoxy)-3-pyridinyl]phenyl]-,1,1-dimethylethyl ester

Product 1

HCID 69592870[2-Amino-4-(6-oxo-1,6-dihydro-pyridin-3-yl)-phenyl]-carbamic acid tert.-butyl esterYield 110.3%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared from [2-amino-4-(6-benzyloxy-pyridin-3-yl)-phenyl]-carbamic acid tert.-butyl ester (Example G30) (160 mg, 0.409 mmol) by catalytic hydrogenation with Pd/C according to the general procedure G (method a). Obtained as an off-white solid (136 mg).

Sources & evidence

ORD record
ord-a7fc8dfa30b54265b0f6bd92c6a0b08b
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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