Ethanol → HCID 86661630, compound

HRID 1843725Notes

Reaction equation

HRID 1843725 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([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:4][CH:3]=1.[Cl-].[NH4+].C(O)C>[Fe].O>[NH2:24][C:12]1[CH:11]=[CH:10][C:9]([O:8][C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=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 86661629HCID 86661629, compound

Product 1

HCID 86661630HCID 86661630, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

The reaction and post-treatment were carried out according to Example (1b) using tert-butyl{5-[(6-chloropyridin-3-yl)oxy]-2-nitrophenyl}methylcarbamate produced in Example (18a) (8.0 g, 21 mmol), iron powder (5.6 g, 105 mmol), ammonium chloride (0.56 g, 11 mmol), ethanol (40 mL) and water (20 mL) to obtain the title compound (7.4 g, 99%) as a brown oil.

Workup

  1. customThe reaction

Sources & evidence

ORD record
ord-df3fbaa599494d87a39f604b76eb74c3
Source dataset
uspto-grants-2015_02
Patent number
US08946264B2

Reaction notes

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