O-Toluidine → HCID 67540842, compound

HRID 1027120Notes

Reaction equation

HRID 1027120 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]2([C:27]3[CH:28]=[C:29]([F:32])[CH:30]=[CH:31][C:26]=3[O:25][CH2:24]2)[CH2:20][CH2:19]1)=[O:17].[CH3:33][C:34]1[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=1[NH2:36]>>[CH2:14]([O:13][C:11]([C:10]1[CH:9]=[N:8][N:7]2[C:2]([NH:36][C:35]3[CH:37]=[CH:38][CH:39]=[CH:40][C:34]=3[CH3:33])=[C:3]([C:16]([N:18]3[CH2:23][CH2:22][C:21]4([C:27]5[CH:28]=[C:29]([F:32])[CH:30]=[CH:31][C:26]=5[O:25][CH2:24]4)[CH2:20][CH2:19]3)=[O:17])[CH:4]=[N:5][C:6]=12)=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 7242O-ToluidineHCID 86646301HCID 86646301, compound

Product 1

HCID 67540842HCID 67540842, compoundYield 50.1%

Procedure

In the same manner as in Example 19, step 5 and using 7-chloro-3-ethoxycarbonyl-6-(5-fluoro-2H-spiro[benzofuran-3,4′-piperidine]-1′-ylcarbonyl)pyrazolo[1,5-a]pyrimidine (0.260 g, 0.569 mmol) obtained in step 2 and 2-methylaniline (0.091 mL, 0.853 mmol), the title compound (0.151 g, 50%) was obtained.

Sources & evidence

ORD record
ord-ba48b28c9fc444c1b290a6bcd2c7759c
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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