2,2-Dimethylpyrrolidine → [5-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridin-2-yl]-(2,2-dimethyl-pyrrolidin-1-yl)-methanone

HRID 624949Notes

Reaction equation

HRID 624949 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:19]([OH:21])=O)=[N:8][C:9]=2[O:10][CH2:11][C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])[CH2:3][CH2:2]1.[CH3:22][C:23]1([CH3:28])[CH2:27][CH2:26][CH2:25][NH:24]1>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:19]([N:24]3[CH2:25][CH2:26][CH2:27][C:23]3([CH3:28])[CH3:22])=[O:21])=[N:8][C:9]=2[O:10][CH2:11][C:12]([F:18])([F:17])[C:13]([F:15])([F:14])[F:16])[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 4147732,2-DimethylpyrrolidineHCID 866747875-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid

Product 1

HCID 76284635[5-Cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridin-2-yl]-(2,2-dimethyl-pyrrolidin-1-yl)-methanone

Procedure

The title compound was synthesized in analogy to Example 47 b, using 5-cyclopropyl-6-(2,2,3,3,3-pentafluoro-propoxy)-pyridine-2-carboxylic acid (40 mg, 129 μmol) and 2,2-dimethylpyrrolidine (CAN 35018-15-6; 18 μL, 141 μmol) as starting materials and isolated (41 mg, 81%) as light-brown oil; LC-MS (UV peak area, ESI) 100%, 393.1611 [MH+].

Workup

  1. customisolated (41 mg, 81%) as light-brown oil

Sources & evidence

ORD record
ord-2b43050f123f420bb36c83effb3039bd
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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