1,2,4-Trifluoro-5-nitrobenzene → 4-(2,5-Difluoro-4-nitrophenoxy)-1H-pyrrolo[2,3-b]pyridine

HRID 2117185Notes

Reaction equation

HRID 2117185 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([F:11])=[CH:4][C:3]=1F.[NH:13]1[C:17]2[N:18]=[CH:19][CH:20]=[C:21]([OH:22])[C:16]=2[CH:15]=[CH:14]1>>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([F:11])=[CH:4][C:3]=1[O:22][C:21]1[CH:20]=[CH:19][N:18]=[C:17]2[NH:13][CH:14]=[CH:15][C:16]=12

Participants

3

Reactant 2

HCID 750121,2,4-Trifluoro-5-nitrobenzeneHCID 1785164671H-pyrrolo[2,3-b]pyridin-4-ol

Product 1

HCID 210816334-(2,5-Difluoro-4-nitrophenoxy)-1H-pyrrolo[2,3-b]pyridineYield 40%

Procedure

Following a similar procedure as described in Step A of Example 313 and using 1,2,4-trifluoro-5-nitrobenzene, 1H-pyrrolo[2,3-b]pyridin-4-ol (268 mg, 2.0 mmol) was converted to the title compound (230 mg, 40%). MS(ESI) m/z 292.2 (M+H)+.

Sources & evidence

ORD record
ord-07f27674687b41e98cf9740ad9162bc6
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

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