4,4-Difluoro-L-prolinamide hydrochloride → (2S)-1-[5-(3,3-Difluoroazetidin-1-yl)-6-(2-fluoroethoxy)pyridine-2-carbonyl]-4,4-difluoro-pyrrolidine-2-carboxamide

HRID 625022ノート

反応式

HRID 625022 の反応式
[F:1][C:2]1([F:19])[CH2:5][N:4]([C:6]2[CH:7]=[CH:8][C:9]([C:16]([OH:18])=O)=[N:10][C:11]=2[O:12][CH2:13][CH2:14][F:15])[CH2:3]1.Cl.[F:21][C:22]1([F:30])[CH2:26][NH:25][C@H:24]([C:27]([NH2:29])=[O:28])[CH2:23]1>>[F:19][C:2]1([F:1])[CH2:3][N:4]([C:6]2[CH:7]=[CH:8][C:9]([C:16]([N:25]3[CH2:26][C:22]([F:30])([F:21])[CH2:23][C@H:24]3[C:27]([NH2:29])=[O:28])=[O:18])=[N:10][C:11]=2[O:12][CH2:13][CH2:14][F:15])[CH2:5]1

参加物

3

反応物 2

HCID 451589094,4-Difluoro-L-prolinamide hydrochlorideHCID 902039205-(3,3-Difluoroazetidin-1-yl)-6-(2-fluoroethoxyl)pyridine-2-carboxylic acid

生成物 1

HCID 76281603(2S)-1-[5-(3,3-Difluoroazetidin-1-yl)-6-(2-fluoroethoxy)pyridine-2-carbonyl]-4,4-difluoro-pyrrolidine-2-carboxamide収率 43.3%

実験手順

In analogy to the procedure described in Example 127 e), 5-(3,3-difluoroazetidin-1-yl)-6-(2-fluoroethoxyl)pyridine-2-carboxylic acid (Example 147 c, 25 mg, 90.5 μmol) was reacted with (S)-4,4-difluoropyrrolidine-2-carboxamide hydrochloride (CAN 426844-51-1, 20.3 mg, 109 μmol) to obtain the title compound (16 mg, 43%) as off-white solid, MS (ESI): m/e=409.1304 [MH+].

出典と根拠

ORDレコード
ord-05b742c0bb3d4e2c84f1c1ba12aeddb6
出典データセット
uspto-grants-2016_04
特許番号
US09303012B2

反応ノート

読み込み中…