N-methyl-2-pyrrolidone → HCID 59511943, compound

HRID 1157681Notes

Reaction equation

HRID 1157681 reaction equation
[NH2:1][CH2:2][CH:3]([CH3:14])[CH2:4][C:5]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)([OH:7])C.[Cl:15][C:16]1[C:23]([CH3:24])=[C:22](F)[CH:21]=[CH:20][C:17]=1[C:18]#[N:19].[CH3:26]N1C(=O)CCC1>>[Cl:15][C:16]1[C:23]([CH3:24])=[C:22]([NH:1][CH2:2][C:3]([CH3:14])([CH3:26])[CH2:4][CH:5]([OH:7])[C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH:21]=[CH:20][C:17]=1[C:18]#[N:19]

Participants

4

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 445509712-Chloro-4-fluoro-3-methylbenzonitrileHCID 68698459HCID 68698459, compound

Product 1

HCID 59511943HCID 59511943, compoundYield 51%

Procedure

Heat a solution of 5-amino-4-methyl-2-pyridin-3-yl-pentan-2-ol (630 mg, 3.24 mmol) and 2-chloro-4-fluoro-3-methyl-benzonitrile (493 mg, 2.92 mmol) in NMP (2 mL) at 120° C. for 2 h in a microwave reactor. Purify the crude product by SCX to obtain 570 mg (51%) of the title compound.

Workup

  1. customPurify the crude product by SCX

Sources & evidence

ORD record
ord-2f51efb75c4b40aba10d34d1f159e258
Source dataset
uspto-grants-2010_10
Patent number
US07807691B2

Reaction notes

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