4-Amino-1-methyl-2-pyrrolidinone hydrochloride → 6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (1-methyl-5-oxo-pyrrolidin-3-yl)-amide

HRID 632350Notes

Reaction equation

HRID 632350 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:3][CH2:2]1.Cl.[NH2:22][CH:23]1[CH2:27][N:26]([CH3:28])[C:25](=[O:29])[CH2:24]1>>[CH3:28][N:26]1[C:25](=[O:29])[CH2:24][CH:23]([NH:22][C:12]([C:10]2[CH:9]=[CH:8][C:7]([N:15]3[CH2:18][C:17]([F:20])([F:19])[CH2:16]3)=[C:6]([O:5][CH2:4][CH:1]3[CH2:2][CH2:3]3)[N:11]=2)=[O:14])[CH2:27]1

Participants

3

Reactant 2

HCID 509884984-Amino-1-methyl-2-pyrrolidinone hydrochlorideHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 711056936-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (1-methyl-5-oxo-pyrrolidin-3-yl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 69 b) and 4-amino-1-methylpyrrolidin-2-one hydrochloride (CAN 1228838-07-0) as starting materials. MS (EI): m/e=381.3 [M+H]+.

Sources & evidence

ORD record
ord-6aaf94e6daf742259e2f93cc44d95a30
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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