2-Chloro-5-methylaniline → HCID 71179008, compound

HRID 2409282Notes

Reaction equation

HRID 2409282 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]=[CH:22][C:21]([CH3:24])=[CH:20][C:18]=1[NH2:19]>>[Cl: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 667702-Chloro-5-methylanilineHCID 178469627HCID 178469627, compound

Product 1

HCID 71179008HCID 71179008, compoundYield 37%

Procedure

Using ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (5.00 g, 24.1 mmol) and 2-chloro-5-methylaniline (8.54 g, 60.3 mmol) instead of 4-fluoro-2-methylaniline, and in the same manner as in Example 1 step 1, the title compound (2.94 g, 37%) was obtained.

Sources & evidence

ORD record
ord-a80f8d245498432eacde7cd22c638563
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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