Ethanol → HCID 86661633, compound

HRID 1843728Notes

Reaction equation

HRID 1843728 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:8][C:9]2[CH:10]=[CH:11][C:12]([N+:24]([O-])=O)=[C:13]([CH2:15][NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:14]=2)[CH:5]=[N:6][CH:7]=1.[Cl-].[NH4+].C(O)C>[Fe].O>[NH2:24][C:12]1[CH:11]=[CH:10][C:9]([O:8][C:4]2[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=2)=[CH:14][C:13]=1[CH2:15][NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22]

Participants

6

Reactant 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 86661632HCID 86661632, compound

Product 1

HCID 86661633HCID 86661633, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

The reaction and post-treatment were carried out according to Example (1b) using tert-butyl {5-[(5-bromopyridin-3-yl)oxy]-2-nitrophenyl}methylcarbamate produced in Example (19a) (11.1 g, 26.2 mmol), iron powder (4.38 g, 78.5 mol), ammonium chloride (0.70 g, 13.1 mmol), ethanol (87 mL) and water (40 mL) to obtain the title compound (9.63 g, 94%) as a brown solid.

Workup

  1. customThe reaction

Sources & evidence

ORD record
ord-dffcf968ae0440c5bf399e35255b2e81
Source dataset
uspto-grants-2015_02
Patent number
US08946264B2

Reaction notes

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