2-(3-aminooxetan-3-yl)-N,N-dimethylacetamide → 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (3-dimethylcarbamoylmethyl-oxetan-3-yl)-amide

HRID 1480152Notes

Reaction equation

HRID 1480152 reaction equation
[Cl:1][C:2]1[C:3]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[NH2:17][C:18]1([CH2:22][C:23]([N:25]([CH3:27])[CH3:26])=[O:24])[CH2:21][O:20][CH2:19]1>>[CH3:27][N:25]([CH3:26])[C:23]([CH2:22][C:18]1([NH:17][C:8]([C:5]2[CH:4]=[C:3]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[C:2]([Cl:1])=[CH:7][N:6]=2)=[O:10])[CH2:19][O:20][CH2:21]1)=[O:24]

Participants

3

Reactant 2

HCID 841076792-(3-aminooxetan-3-yl)-N,N-dimethylacetamideHCID 902040145-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 762834475-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (3-dimethylcarbamoylmethyl-oxetan-3-yl)-amide

Procedure

The title compound was synthesized in analogy to Example 23b, using 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 24c) and 2-(3-Amino-oxetan-3-yl)-N,N-dimethyl-acetamide as starting materials and isolated (4 mg, 5%) as colorless oil; MS (ESI, m/z): 396.4 (M+H+).

Workup

  1. customisolated (4 mg, 5%) as colorless oil

Sources & evidence

ORD record
ord-a71a5d13ba444a73962824555d8d4637
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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