Trifluoroacetic acid → 4-(2-chloro-4-difluoromethoxy-phenyl)3-nitro-3H-pyridin-2-one

HRID 1831556Notes

Reaction equation

C([O:8][C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[C:13]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH:25]([F:27])[F:26])=[CH:20][C:19]=2[Cl:28])[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1.C(O)(C(F)(F)F)=O>>[Cl:28][C:19]1[CH:20]=[C:21]([O:24][CH:25]([F:27])[F:26])[CH:22]=[CH:23][C:18]=1[C:13]1[CH:14]([N+:15]([O-:17])=[O:16])[C:9](=[O:8])[N:10]=[CH:11][CH:12]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 220520472-Benzyloxy-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-pyridine

Product 1

HCID 220521384-(2-chloro-4-difluoromethoxy-phenyl)3-nitro-3H-pyridin-2-oneYield 93%

Procedure

2-Benzyloxy-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-pyridine (5.40 g, 13.3 mmol) and TFA (25 mL) were treated as in Part B of Example 113 with the exception that the crude product was isolated as 3.90 g (93%) of 4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-3H-pyridin-2-one: MS(AP) m/z 317.0 [(M+H)+, 90], 357.9 [(M+H+CH3CN)+, 100].

Sources & evidence

ORD record: ord-c399f60adceb455e97b58e1e61cb5bbe
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067658B2

Reaction notes

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