2-(3-amino-oxetan-3-yl)-N-methyl-acetamide → 5-cyclopropyl-N-[3-[2-(methylamino)-2-oxoethyl]oxetan-3-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

HRID 1480297Notes

Reaction equation

HRID 1480297 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[NH2:19][C:20]1([CH2:24][C:25]([NH:27][CH3:28])=[O:26])[CH2:23][O:22][CH2:21]1>>[CH:1]1([C:4]2[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([NH:19][C:20]3([CH2:24][C:25]([NH:27][CH3:28])=[O:26])[CH2:23][O:22][CH2:21]3)=[O:12])=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 841070862-(3-amino-oxetan-3-yl)-N-methyl-acetamideHCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 902039005-cyclopropyl-N-[3-[2-(methylamino)-2-oxoethyl]oxetan-3-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 48c) and 2-(3-aminooxetan-3-yl)-N-methyl-acetamide (example 231a) as starting materials and isolated (25 mg, 43%); MS (ESI, m/z): 388.6 (M+H+).

Workup

  1. customisolated (25 mg, 43%)

Sources & evidence

ORD record
ord-bdd74c0ed4e1464b8e7f4972b1a5a0e0
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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