Ethylamine → HCID 18402977, compound

HRID 380301Notes

Reaction equation

HRID 380301 reaction equation
[Cl:1][C:2]1[C:7]([O:8][C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][C:5]([NH:19][C:20](=[O:23])[CH2:21]Cl)=[C:4]([F:24])[CH:3]=1.[CH2:25]([NH2:27])[CH3:26]>C(O)C>[Cl:1][C:2]1[C:7]([O:8][C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][C:5]([NH:19][C:20](=[O:23])[CH2:21][NH:27][CH2:25][CH3:26])=[C:4]([F:24])[CH:3]=1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 18402989HCID 18402989, compound

Product 1

HCID 18402977HCID 18402977, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-[4-chloro-2-fluoro-5-(3-trifluoromethyl-2-pyridyloxy)phenyl]-2-chloroacetamide (1.4 g) and 70% ethylamine (5 ml) in ethanol (25 ml) was heated at reflux for 3 hours and evaporated to dryness. The residue was processed to give a yellow solid (1.0 g). 1H NMR (CDCl3, TMS): 1.16(3H, t, J=7 Hz), 2.72(2H, q, J=7 Hz), 3.39(2H, s), 7.10(1H, dd, J=6,8 Hz), 7.26(1H, d, J=8 Hz), 8.00(1H, m), 8.24(1H, m), 8.45(1H, d, J=8 Hz), 9.86(1H, s).

Workup

  1. temperatureat reflux for 3 hours
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-2803660dbb7e41f4ac783fdd77a28407
Source dataset
uspto-grants-2001_10
Patent number
US06303543B1

Reaction notes

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