2-(3-Aminooxetan-3-yl)acetamide → N-[3-(2-amino-2-oxoethyl)oxetan-3-yl]-4-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)pyridine-2-carboxamide

HRID 1480286Notes

Reaction equation

HRID 1480286 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:11]([N:12]3[CH2:15][C:14]([F:17])([F:16])[CH2:13]3)=[CH:10][N:9]=[C:8]([C:18]([OH:20])=O)[CH:7]=2)[CH2:3][CH2:2]1.[NH2:21][C:22]1([CH2:26][C:27]([NH2:29])=[O:28])[CH2:25][O:24][CH2:23]1>>[NH2:29][C:27](=[O:28])[CH2:26][C:22]1([NH:21][C:18]([C:8]2[CH:7]=[C:6]([O:5][CH2:4][CH:1]3[CH2:2][CH2:3]3)[C:11]([N:12]3[CH2:13][C:14]([F:16])([F:17])[CH2:15]3)=[CH:10][N:9]=2)=[O:20])[CH2:25][O:24][CH2:23]1

Participants

3

Reactant 2

HCID 755375242-(3-Aminooxetan-3-yl)acetamideHCID 902040914-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid

Product 1

HCID 90204113N-[3-(2-amino-2-oxoethyl)oxetan-3-yl]-4-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 4-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 53e) and 2-(3-Amino-oxetan-3-yl)-acetamide (CAN 1417638-25-5) as starting material and isolated (31 mg, 36%); MS (ESI, m/z): 397.6 (M+H+).

Workup

  1. customisolated (31 mg, 36%)

Sources & evidence

ORD record
ord-298b8bd26c0441e0ada5dbb1691f1edb
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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