HCID 10624338, compound → HCID 10806764, compound

HRID 2394347Notes

Reaction equation

HRID 2394347 reaction equation
[CH2:1]([O:8][C:9]([CH:11]([C:25](OCC1C=CC=CC=1)=[O:26])[C:12]1[C:17]([N+:18]([O-])=O)=[CH:16][C:15]([C:21]([F:24])([F:23])[F:22])=[CH:14][N:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Fe].C(O)(=O)C>[CH2:1]([O:8][C:9]([CH:11]1[C:12]2[C:17](=[CH:16][C:15]([C:21]([F:24])([F:23])[F:22])=[CH:14][N:13]=2)[NH:18][C:25]1=[O:26])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 10624338HCID 10624338, compound

Product 1

HCID 10806764HCID 10806764, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

A mechanically stirred mixture of 2-bis(benzyloxycarbonyl)methyl-3-nitro-5-trifluoromethylpyridine (1.2 g, 2.5 mmol), iron dust (495 mg, 8.9 mmol), and glacial acetic acid (50 mL) was heated at reflux for 2 hr. After cooling, the mixture was poured into ice/water. The precipitated white solid was collected by filtration, air-dried and then dried in vacuo overnight. Yield: 780 mg (93%); mp>250° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hr
  3. temperatureAfter cooling
  4. filtrationThe precipitated white solid was collected by filtration
  5. customair-dried
  6. customdried in vacuo overnight

Sources & evidence

ORD record
ord-39f89185f2e243408fcaea1a5d5aaa0c
Source dataset
uspto-grants-1998_09
Patent number
US05811432

Reaction notes

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