Phenyl-piperidin-4-yl-methanol → 2-[4-(Hydroxy-phenyl-methyl)-piperidin-1-yl]-2-oxo-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-acetamide

HRID 2115014Notes

Reaction equation

HRID 2115014 reaction equation
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([NH:12][C:13](=[O:17])[C:14]([OH:16])=O)=[CH:11][C:5]=2[O:4][CH2:3]1.[C:18]1([CH:24]([CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[OH:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(OCC)C>[OH:25][CH:24]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH:26]1[CH2:27][CH2:28][N:29]([C:14](=[O:16])[C:13]([NH:12][C:10]2[CH:9]=[CH:8][C:6]3[NH:7][C:2](=[O:1])[CH2:3][O:4][C:5]=3[CH:11]=2)=[O:17])[CH2:30][CH2:31]1

Participants

4

Reactant 2

HCID 339086Phenyl-piperidin-4-yl-methanolHCID 69100554N-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-oxalamic acid

Product 1

HCID 691008122-[4-(Hydroxy-phenyl-methyl)-piperidin-1-yl]-2-oxo-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-acetamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound is prepared from N-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-oxalamic acid (Example 53b) and phenyl-piperidine-4-yl-methanol [J. Amer. Chem. Soc.,52, 4006. (1930)] according to the method described in Example 1c. Melting Point: 195-197° C. (diethylether)

Sources & evidence

ORD record
ord-2fc867673e2f4b2d934fd7e99e0e3b4d
Source dataset
uspto-grants-2008_10
Patent number
US07435744B2

Reaction notes

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