2-(3-Amino-1,1-dioxo-thietan-3-yl)acetamide → N-[3-(2-amino-2-oxoethyl)-1,1-dioxothietan-3-yl]-5-(3-fluorooxetan-3-yl)-4-[(2S)-1,1,1-trifluoropropan-2-yl]oxypyridine-2-carboxamide

HRID 1480319Notes

Reaction equation

HRID 1480319 reaction equation
[F:1][C:2]1([C:6]2[C:7]([O:15][C@@H:16]([CH3:21])[C:17]([F:20])([F:19])[F:18])=[CH:8][C:9]([C:12](O)=[O:13])=[N:10][CH:11]=2)[CH2:5][O:4][CH2:3]1.[NH2:22][C:23]1([CH2:29][C:30]([NH2:32])=[O:31])[CH2:26][S:25](=[O:28])(=[O:27])[CH2:24]1>>[NH2:32][C:30](=[O:31])[CH2:29][C:23]1([NH:22][C:12]([C:9]2[CH:8]=[C:7]([O:15][C@@H:16]([CH3:21])[C:17]([F:20])([F:18])[F:19])[C:6]([C:2]3([F:1])[CH2:3][O:4][CH2:5]3)=[CH:11][N:10]=2)=[O:13])[CH2:24][S:25](=[O:27])(=[O:28])[CH2:26]1

Participants

3

Reactant 2

HCID 902138302-(3-Amino-1,1-dioxo-thietan-3-yl)acetamideHCID 902149505-(3-fluorooxetan-3-yl)-4-[(1S)-2,2,2-trifluoro-1-methyl-ethoxy]pyridine-2-carboxylic acid

Product 1

HCID 90214987N-[3-(2-amino-2-oxoethyl)-1,1-dioxothietan-3-yl]-5-(3-fluorooxetan-3-yl)-4-[(2S)-1,1,1-trifluoropropan-2-yl]oxypyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-(3-fluorooxetan-3-yl)-4-[(1S)-2,2,2-trifluoro-1-methyl-ethoxy]pyridine-2-carboxylic acid (example 142b) and 2-(3-amino-1,1-dioxo-thietan-3-yl)acetamide (example 160d) as starting materials and isolated (9.3 mg, 12%); MS (ESI, m/z): 470.3 (M+H+).

Workup

  1. customisolated (9.3 mg, 12%)

Sources & evidence

ORD record
ord-92c37e18e14f46909cffbe92343bd041
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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