5-Chloro-2-fluoroaniline → HCID 71179004, compound

HRID 2409318Notes

Reaction equation

HRID 2409318 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].[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([F:24])=[C:21]([CH:23]=1)[NH2:22]>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([F:24])=[C:21]([NH:22][C:2]2[N:7]3[N:8]=[CH:9][CH:10]=[C:6]3[N:5]=[CH:4][C:3]=2[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:23]=1

Participants

3

Reactant 2

HCID 750155-Chloro-2-fluoroanilineHCID 178469627HCID 178469627, compound

Product 1

HCID 71179004HCID 71179004, compoundYield 71.2%

Procedure

Using ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (2.0 g, 9.65 mmol) and 5-chloro-2-fluoroaniline (1.26 g, 8.69 mmol) instead of 4-fluoro-2-methylaniline, and in the same manner as in Example 1 step 1, the title compound (2.07 g, 64%) was obtained.

Sources & evidence

ORD record
ord-f9f666ab2b394957bc0fbcff7600cbb3
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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