Sodium hydride → HCID 53241381, compound

HRID 1475984Notes

Reaction equation

HRID 1475984 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 (78) is synthesised from 3-pyridine sulfonyl chloride, sodium hydride and [(tert-butoxy)carbonyl]amino 2-methylpropanoate according to Scheme 2. (0.6 g, 37%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 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-3c5b1c9efdf44fb4b2d4d6b11bff9032
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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