1-Butanol → 5-[((1-Decylsulfonyl)amino)carbonyl]3-methoxypyridine-2-carboxylic acid N-(((1-butyloxy)carbonyl)methyl)amide

HRID 53824Notes

Reaction equation

HRID 53824 reaction equation
[CH2:1]([S:11]([NH:14][C:15]([C:17]1[CH:18]=[C:19]([O:26][CH3:27])[C:20]([C:23]([OH:25])=O)=[N:21][CH:22]=1)=[O:16])(=[O:13])=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH2:39]([O:43][C:44](=[O:47])[CH2:45][NH2:46])[CH2:40][CH2:41][CH3:42].NCC(O)=O.C(O)CCC>O.C1(C)C=CC=CC=1>[CH2:39]([O:43][C:44]([CH2:45][NH:46][C:23]([C:20]1[C:19]([O:26][CH3:27])=[CH:18][C:17]([C:15]([NH:14][S:11]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])(=[O:12])=[O:13])=[O:16])=[CH:22][N:21]=1)=[O:25])=[O:47])[CH2:40][CH2:41][CH3:42]

Participants

7

Reactant 4

HCID 2631-ButanolHCID 750GlycineHCID 199603575-[((1-Decylsulfonyl)amino)carbonyl]-3-methoxypyridine-2-carboxylic acidHCID 22363161HCID 22363161, compound

Product 1

HCID 541560025-[((1-Decylsulfonyl)amino)carbonyl]3-methoxypyridine-2-carboxylic acid N-(((1-butyloxy)carbonyl)methyl)amide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

The title compound was prepared from 0.5 g (1.25 mmol) of 5-[((1-decylsulfonyl)amino)carbonyl]-3-methoxypyridine-2-carboxylic acid (cf. Example 25a)) and 0.46 g (1.5 mmol) of glycine 1-butyl ester tosylate (prepared from glycine, 1-butanol, p-tos.OH using toluene in a water separator). 0.31 g of product was obtained, m.p. 82°-85° C. (from diisopropyl ether/ethyl acetate (2:1)).

Sources & evidence

ORD record
ord-7a4a5f16bcc6411c93a5350677c56738
Source dataset
uspto-grants-1997_04
Patent number
US05620996

Reaction notes

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