2-Fluoro-5-methylaniline → HCID 71178910, compound

HRID 2409314Notes

Reaction equation

HRID 2409314 reaction equation
O[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[CH:4][C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12].[F:16][C:17]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:18]=1[NH2:19]>>[F:16][C:17]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:18]=1[NH:19][C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[CH:4][C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

3

Reactant 2

HCID 2629702-Fluoro-5-methylanilineHCID 178469627HCID 178469627, compound

Product 1

HCID 71178910HCID 71178910, compoundYield 62.6%

Procedure

Using ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (5.0 g, 24.1 mmol) and 2-fluoro-5-methylaniline (2.43 g, 19.3 mmol) instead of 4-fluoro-2-methylaniline, and in the same manner as in Example 1 step 1, the title compound (3.80 g, 50%) was obtained.

Sources & evidence

ORD record
ord-44272be6342c4b838debe97b30601f2d
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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