Ethyl 4-piperidinecarboxylate → HCID 66818314, compound

HRID 1024783Notes

Reaction equation

HRID 1024783 reaction equation
[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:16]=2)[C:11](O)=[O:12])=[CH:5][CH:4]=1)#[N:2].[CH2:28]([O:30][C:31]([CH:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)=[O:32])[CH3:29]>>[CH2:28]([O:30][C:31]([CH:33]1[CH2:38][CH2:37][N:36]([C:11](=[O:12])[C:10]2[CH:9]=[C:8]([O:7][C:6]3[CH:26]=[CH:27][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[CH:16]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:14]=2)[CH2:35][CH2:34]1)=[O:32])[CH3:29]

Participants

3

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylateHCID 66818818HCID 66818818, compound

Product 1

HCID 66818314HCID 66818314, compoundYield 64.9%

Procedure

Following the procedure of Example 5(c) 3,5-bis-(4-cyano-phenoxy)-benzoic acid 0.6 g (1.68 mmol) and piperidine-4-carboxylic acid ethyl ester (0.31 g, 2.02 mmol) were used to afford 0.54 g of the required product. 1H NMR (DMSO-d6): δ 1.18 (3H, t), 1.5 (2H, m), 1.82 (2H, m), 2.6 (1H, m), 2.90 (1H, m), 3.12 (1H, m), 3.52 (1H, m), 4.08 (2H, q), 4.25 (1H, m), 6.96 (2H, d), 7.06 (1H, t), 7.26 (4H, d), 7.88 (4H, d).

Sources & evidence

ORD record
ord-f7c1eb5fea9248a884a44c3361a45d99
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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