HCID 10478065, compound → HCID 54390555, compound

HRID 2257923Notes

Reaction equation

[C:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@@H:13]([C:15]([N:17]2[CH2:22][CH2:21][CH:20]([O:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:19][CH2:18]2)=[O:16])[NH2:14])=[CH:8][CH:7]=1)([CH3:4])([CH3:3])[CH3:2].[C:32]([C:34]1[CH:35]=[CH:36][C:37]([C:40](O)=[O:41])=[N:38][CH:39]=1)#[N:33]>>[C:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@@H:13]([C:15]([N:17]2[CH2:22][CH2:21][CH:20]([O:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:19][CH2:18]2)=[O:16])[NH:14][C:40]([C:37]2[CH:36]=[CH:35][C:34]([C:32]#[N:33])=[CH:39][N:38]=2)=[O:41])=[CH:8][CH:7]=1)([CH3:3])([CH3:4])[CH3:2]

Participants

Reactant 2

HCID 10478065HCID 10478065, compound

HCID 124007345-Cyanopyridine-2-carboxylic acid

Product 1

HCID 54390555HCID 54390555, compoundYield 47.8%

Procedure

Reaction of 2.5 g of t-butyl [[1-[3-(p-t-butoxyphenyl)-L-alanyl]-4-piperidinyl]oxy]acetate with 0.85 g of 5-cyano-2-picolinic acid (as in Example 1d) yields 1.55 g of t-butyl [[1-[3-(p-t-butoxyphenyl)-N-[[5-cyano-2-pyridyl]carbonyl]-L-alanyl]-4-piperidinyl]oxy]acetate. M.p. 122-123° C. (diethyl ether/petroleum ether 4:1). MS (FAB): 565 (M+H)+.

Sources & evidence

ORD record: ord-163ef90d17f64eca9905d4e9c8b5ad2b
Source dataset: uspto-grants-1997_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05658928

Reaction notes

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