p-Toluidine → HCID 67540411, compound

HRID 1027104Notes

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].[CH3:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1>>[CH2:14]([O:13][C:11]([C:10]1[CH:9]=[N:8][N:7]2[C:2]([NH:25][C:24]3[CH:26]=[CH:27][C:21]([CH3:20])=[CH:22][CH:23]=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 7813p-Toluidine

HCID 86646292HCID 86646292, compound

Product 1

HCID 67540411HCID 67540411, compoundYield 35.7%

Procedure

In the same manner as in Example 1, step 4 and using methyl 7-chloro-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylate (0.400 g, 1.51 mmol) obtained in Example 21, step 2 and 4-methylaniline (0.242 g, 2.26 mmol), the title compound (0.191 g, 35%) was obtained.

Sources & evidence

ORD record: ord-0a9997528fd6443bb36c5f3635254689
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729264B2

Reaction notes

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