Ethylenediamine → HCID 57993733, compound

HRID 1695059Notes

Reaction equation

HRID 1695059 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][C:17](Cl)=[N:16][CH:15]=1.[CH2:22]([NH2:25])[CH2:23][NH2:24]>>[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][C:17]([NH:24][CH2:23][CH2:22][NH2:25])=[N:16][CH:15]=1

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 57993729HCID 57993729, compound

Product 1

HCID 57993733HCID 57993733, compoundYield 47%

Procedure

N-(2-Amino-4-trifluoromethylphenyl)-6-chloronicotinamide (316 mg, 1 mmol) and 5 ml of ethylenediamine were heated to 80° C. for 3 hours. The excess ethylenediamine was removed under vacuum. To the residue was added 5 ml of 0.20 M NaOH. The mixture was extracted with 100 ml of ethyl acetate. The ethyl acetate was removed under vacuum to give the title compound (159 mg, 47% yield) as a brown solid. LC-MS (m/z) 340 (M+1).

Workup

  1. customThe excess ethylenediamine was removed under vacuum
  2. additionTo the residue was added 5 ml of 0.20 M NaOH
  3. extractionThe mixture was extracted with 100 ml of ethyl acetate
  4. customThe ethyl acetate was removed under vacuum

Sources & evidence

ORD record
ord-bbeb79e4fa154c9c86025d483ba4ea7c
Source dataset
uspto-grants-2012_04
Patent number
US08158656B2

Reaction notes

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