Diethyl 2-(hydroxymethyl)-2-phenylmalonate → 2-Phenyl-2-(2-{4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]piperidin-1-yl}acetoxymethyl)malonic acid diethyl ester

HRID 494405Notes

Reaction equation

HRID 494405 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]([NH:17][CH:18]3[CH2:23][CH2:22][N:21]([CH2:24][C:25]([OH:27])=[O:26])[CH2:20][CH2:19]3)=[O:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][CH:4]=1.[CH2:30]([O:32][C:33](=[O:48])[C:34]([CH2:46]O)([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH3:31]>>[CH2:38]([O:37][C:35](=[O:36])[C:34]([C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)([CH2:46][O:26][C:25](=[O:27])[CH2:24][N:21]1[CH2:20][CH2:19][CH:18]([NH:17][C:15]([C:10]2[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:28])[F:29])=[CH:4][CH:5]=3)=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:16])[CH2:23][CH2:22]1)[C:33]([O:32][CH2:30][CH3:31])=[O:48])[CH3:39]

Participants

3

Reactant 2

HCID 22236963Diethyl 2-(hydroxymethyl)-2-phenylmalonateHCID 23033209[4-(4'-Trifluoromethylbiphenyl-2-carbonyl-amino)piperidin-1-yl]acetic acid

Product 1

HCID 575034912-Phenyl-2-(2-{4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]piperidin-1-yl}acetoxymethyl)malonic acid diethyl ester

Procedure

The [4-(4′-trifluoromethylbiphenyl-2-carbonyl-amino)piperidin-1-yl]acetic acid obtained in Example 8d) and the 2-hydroxymethyl-2-phenylmalonic acid diethyl ester obtained in Example 1-2a) were subjected to reactions similar to those in Example 1g) to give the title compound (90 mg) (see Table 58).

Sources & evidence

ORD record
ord-23c2ca8d09934cd599eac1c185ca2cef
Source dataset
uspto-grants-2009_05
Patent number
US07538140B2

Reaction notes

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