O-Toluidine → HCID 67540911, compound

HRID 1026931Notes

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]([N:18]1[CH2:23][CH2:22][C:21]([CH3:30])([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)=[O:17].[NH2:31][C:32]1[C:33]([CH3:38])=[CH:34][CH:35]=[CH:36][CH:37]=1>>[CH2:14]([O:13][C:11]([C:10]1[CH:9]=[N:8][N:7]2[C:2]([NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[CH3:38])=[C:3]([C:16]([N:18]3[CH2:23][CH2:22][C:21]([CH3:30])([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)=[O:17])[CH:4]=[N:5][C:6]=12)=[O:12])[CH3:15]

Participants

Reactant 2

HCID 7242O-Toluidine

HCID 86646291HCID 86646291, compound

Product 1

HCID 67540911HCID 67540911, compoundYield 63%

Procedure

In the same manner as in Example 19, step 5 and using 7-chloro-3-ethoxycarbonyl-6-(4-methyl-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine (210 mg, 0.49 mmol) obtained in step 2 and o-toluidine (0.08 mL, 0.74 mmol), the title compound (153 mg, 63%) was obtained.

Sources & evidence

ORD record: ord-de5810130959464bb640ebfb20c4c045
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729264B2

Reaction notes

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