4-Chloro-2-toluidine → HCID 71178993, compound

HRID 2409287Notes

Reaction equation

HRID 2409287 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:20]([NH2:21])=[C:19]([CH3:24])[CH:18]=1>>[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH:21][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])=[C:19]([CH3:24])[CH:18]=1

Participants

3

Reactant 2

HCID 72514-Chloro-2-toluidineHCID 178469627HCID 178469627, compound

Product 1

HCID 71178993HCID 71178993, compoundYield 48%

Procedure

Using ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (5.00 g, 24.1 mmol) and 4-chloro-2-methylaniline (5.13 g, 36.2 mmol) instead of 4-fluoro-2-methylaniline, and in the same manner as in Example 1 step 1, the title compound (3.80 g, 48%) was obtained.

Sources & evidence

ORD record
ord-e7a56f3ea603457fb7cdbca2a0afacf2
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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