Sodium hydride → HCID 86661632, compound

HRID 1843727Notes

Reaction equation

HRID 1843727 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[N:6][CH:7]=1.Cl[C:10]1[CH:11]=[CH:12][C:13]([N+:25]([O-:27])=[O:26])=[C:14]([CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH:15]=1.[H-].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([O:8][C:10]2[CH:11]=[CH:12][C:13]([N+:25]([O-:27])=[O:26])=[C:14]([CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:21])[CH3:22])[CH:15]=2)[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 5995293-Bromo-5-hydroxypyridineHCID 71357443tert-Butyl [(5-chloro-2-nitrophenyl)methyl]carbamate

Product 1

HCID 86661632HCID 86661632, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The reaction and post-treatment were carried out according to Example (1a) using 5-bromo-3-hydroxypyridine (5.01 g, 28.8 mmol), tert-butyl (5-chloro-2-nitrophenyl)methylcarbamate (US200216506 A1, 7.50 g, 26.2 mmol), sodium hydride (63%, 1.10 g, 28.8 mmol) and DMF (87 mL) to obtain the title compound (11.1 g, 99%) as a yellow brown solid.

Workup

  1. customThe reaction

Sources & evidence

ORD record
ord-30f1849d2d02402e8168bc2bd16cb771
Source dataset
uspto-grants-2015_02
Patent number
US08946264B2

Reaction notes

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