Sodium hydride → HCID 53241381, compound

HRID 1475992Notes

Reaction equation

HRID 1475992 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][CH:14]([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][CH:14]([CH3:26])[C:15]([O:17][N:18]([C:19]([O:21][C:22]([CH3:23])([CH3:25])[CH3:24])=[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 3164136Pyridine-3-sulfonyl chlorideHCID 57211324HCID 57211324, compound

Product 1

HCID 53241381HCID 53241381, compound

Procedure

N-[(tert-Butoxy)carbonyl]pyridine-3-sulfonamido 2-methylpropanoate (111) is synthesised from 3-pyridine sulfonyl chloride, sodium hydride and [(tert-butoxy)carbonyl]amino 2-methylpropanoate according to Scheme 2. δH (500 MHz, CHLOROFORM-d) 9.21 (1H, d, 1.6 Hz), 8.89 (1H, dd, 4.7, 1.3 Hz), 8.34 (1H, dd, 7.4, 1.4 Hz), 7.53 (1H, dd, 8.2, 4.9 Hz), 2.84 (1H, sept, 7.0 Hz), 1.42 (9H, s), 1.32 (6H, d, 6.9 Hz).

Sources & evidence

ORD record
ord-cd357bbc7bf3434b89dcbbe757717de3
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

Loading…