4-Fluoro-2-methylaniline → HCID 67540797, compound

HRID 1027117Notes

Reaction equation

HRID 1027117 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[C:28]([F:32])=[CH:29][CH:30]=[CH:31][C:26]=3[O:25][CH2:24]2)[CH2:20][CH2:19]1)=[O:17].[F:33][C:34]1[CH:40]=[CH:39][C:37]([NH2:38])=[C:36]([CH3:41])[CH:35]=1>>[CH2:14]([O:13][C:11]([C:10]1[CH:9]=[N:8][N:7]2[C:2]([NH:38][C:37]3[CH:39]=[CH:40][C:34]([F:33])=[CH:35][C:36]=3[CH3:41])=[C:3]([C:16]([N:18]3[CH2:23][CH2:22][C:21]4([C:27]5[C:28]([F:32])=[CH:29][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 679824-Fluoro-2-methylanilineHCID 86646300HCID 86646300, compound

Product 1

HCID 67540797HCID 67540797, compoundYield 17.2%

Procedure

In the same manner as in Example 19, step 5 and using 7-chloro-3-ethoxycarbonyl-6-(4-fluoro-2H-spiro[benzofuran-3,4′-piperidine]-1′-ylcarbonyl)pyrazolo[1,5-a]pyrimidine (0.171 g, 0.372 mmol) obtained in step 2 and 4-fluoro-2-methylaniline (0.050 mL, 0.446 mmol), the title compound (0.035 g, 17%) was obtained.

Sources & evidence

ORD record
ord-25c918e8382b40fca0cce2cb85eca925
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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