m-Toluidine → HCID 67540785, compound

HRID 1027090Notes

Reaction equation

Cl[C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]2[N:5]=[CH:4][C:3]=1[C:16]([O:18][CH3:19])=[O:17].[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=1>>[CH2:14]([O:13][C:11]([C:10]1[CH:9]=[N:8][N:7]2[C:2]([NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=3)=[C:3]([C:16]([O:18][CH3:19])=[O:17])[CH:4]=[N:5][C:6]=12)=[O:12])[CH3:15]

Participants

Reactant 2

HCID 7934m-Toluidine

HCID 86646292HCID 86646292, compound

Product 1

HCID 67540785HCID 67540785, compoundYield 572.6%

Procedure

In the same manner as in Example 19, step 5 and using methyl 7-chloro-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylate (3.00 g, 10.6 mmol) obtained in Example 21, step 2 and m-toluidine (1.70 g, 1.73 mmol), the title compound (3.51 g, 94%) was obtained.

Sources & evidence

ORD record: ord-2a30cd8b7c5e46b58f76831991fc39ad
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729264B2

Reaction notes

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