Water → 1-(6-Chloro-5-cyano-3-fluoropyridin-2-ylamino)cyclopentanecarboxamide

HRID 2201152

反応式

HRID 2201152 の反応式
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([F:10])=[C:4](Cl)[N:3]=1.Cl.[NH2:13][C:14]1([C:19]([NH2:21])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15]1.CCN(C(C)C)C(C)C.O>CS(C)=O.CCOC(C)=O>[Cl:1][C:2]1[N:3]=[C:4]([NH:13][C:14]2([C:19]([NH2:21])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15]2)[C:5]([F:10])=[CH:6][C:7]=1[C:8]#[N:9]

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 27338492,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 545931881-Aminocyclopentane-1-carboxamide hydrochloride

生成物 1

HCID 866661671-(6-Chloro-5-cyano-3-fluoropyridin-2-ylamino)cyclopentanecarboxamide収率 49%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 2,6-dichloro-3-cyano-5-fluoropyridine (250 mg, 1.30 mmol), 1-aminocyclopentanecarboxamide hydrochloride (214 mg, 1.30 mmol) and DIEA (0.650 mL, 3.73 mmol) in DMSO (3 mL) was stirred at 95 C for 4 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with 50-100% EtOAc in hexane to give 1-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)cyclopentanecarboxamide (180 mg).

後処理

  1. customThe organic phase was separated
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by a silica gel column
  5. washeluted with 50-100% EtOAc in hexane

出典と根拠

ORDレコード
ord-9b1b06fdd12d443bb23d15c821cf8101
出典データセット
uspto-grants-2016_06
特許番号
US09359375B2

関連ノート

読み込み中…