Sodium hydride → HCID 53241380, compound

HRID 1475983Notes

Reaction equation

HRID 1475983 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([S:7](Cl)(=[O:9])=[O:8])[CH:2]=1.[H-].[Na+].[CH3:13][C:14]([CH3:27])([CH3:26])[C:15]([O:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:16]>>[CH3:13][C:14]([CH3:27])([CH3:26])[C:15]([O:17][N:18]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[S:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)(=[O:9])=[O:8])=[O:16]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 300008[(tert-Butoxy)carbonyl]amino 2,2-dimethylpropanoateHCID 3164136Pyridine-3-sulfonyl chloride

Product 1

HCID 53241380HCID 53241380, compound

Procedure

N-[(tert-Butoxy)carbonyl]pyridine-3-sulfonamido 2,2-dimethylpropanoate (77) is synthesised from 3-pyridine sulfonyl chloride, sodium hydride and [(tert-butoxy)carbonyl]amino 2,2-dimethylpropanoate according to Scheme 2. (0.99 g, 58%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 9.16-9.26 (1H, m), 8.89 (1H, d, 4.4 Hz), 8.36 (1H, d, 8.2 Hz), 7.54 (1H, dd, 8.2, 4.9 Hz), 1.42 (9H, s), 1.37 (9H, s)

Sources & evidence

ORD record
ord-d9633eefe11b4f72811abd73e18faccb
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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