Acetic Acid → HCID 69043799, compound

HRID 77735Notes

Reaction equation

HRID 77735 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[CH:4][C:3]=1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-])=O)[CH:22]=1.C(O)(=O)C.C([O-])([O-])=O.[Na+].[Na+]>C(O)C.[Fe]>[NH2:27][C:23]1[CH:22]=[C:21]([C:3]2[CH:4]=[C:5]([NH:8][C:9](=[O:20])[C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:17])[F:18])[CH:11]=3)[CH:6]=[N:7][C:2]=2[CH3:1])[CH:26]=[CH:25][CH:24]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 69043081HCID 69043081, compound

Product 1

HCID 69043799HCID 69043799, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
87 °C

Procedure

To a solution of N-[6-methyl-5-(3-nitrophenyl)pyridin-3-yl]-3-(trifluoromethyl)benzamide (0.150 g, 0.000374 mol) in ethanol (3 mL) was added acetic acid (0.5 mL, 0.009 mol) and iron powder (0.11 g, 0.0020 mol). The reaction was heated at 87° C. for 2 hours. It was then neutralized with Na2CO3 and extracted with EtOAc and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and stripped in vacuo. The residue was used in the next reaction without purification. MS (ES) (M+H)=372.

Workup

  1. extractionextracted with EtOAc
  2. washthe organic extracts were washed with water, saturated NaCl
  3. dry with materialdried (MgSO4)
  4. customThe residue was used in the next reaction without purification

Sources & evidence

ORD record
ord-eee8222bdaa24ddfa139b5247e6b63ab
Source dataset
uspto-grants-2014_09
Patent number
US08841318B2

Reaction notes

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