2-Chloro-p-toluidine → HCID 71178929, compound

HRID 2409291Notes

Reaction equation

HRID 2409291 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]([CH3:24])[CH:21]=[CH:20][C:18]=1[NH2:19]>>[Cl:16][C:17]1[CH:23]=[C:22]([CH3:24])[CH:21]=[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 120072-Chloro-p-toluidineHCID 178469627HCID 178469627, compound

Product 1

HCID 71178929HCID 71178929, compoundYield 35%

Procedure

Using ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (15.0 g, 72.4 mmol) and 2-chloro-4-methylaniline (20.5 g, 144.7 mmol) instead of 4-fluoro-2-methylaniline, and in the same manner as in Example 1 step 1, the title compound (8.37 g, 35%) was obtained.

Sources & evidence

ORD record
ord-913a0dc06403417d971f03eb4a722dc7
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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