2-Chloro-4-fluoro-5-methylaniline → HCID 71179079, compound

HRID 2409331Notes

Reaction equation

HRID 2409331 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:23]=[C:22]([F:24])[C:21]([CH3:25])=[CH:20][C:18]=1[NH2:19]>>[Cl:16][C:17]1[CH:23]=[C:22]([F:24])[C:21]([CH3:25])=[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 27248182-Chloro-4-fluoro-5-methylanilineHCID 178469627HCID 178469627, compound

Product 1

HCID 71179079HCID 71179079, compoundYield 84%

Procedure

Using ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (4.35 g, 21.0 mmol) and 2-chloro-4-fluoro-5-methylaniline (3.02 g, 18.9 mmol) instead of 4-fluoro-2-methylaniline, and in the same manner as in Example 1 step 1, the title compound (5.54 g, 76%) was obtained.

Sources & evidence

ORD record
ord-885630106d2c4f18a082f4986d32389e
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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