Thiomorpholine → {3-[4-(2,2-Difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(thiomorpholin-4-yl)methanone

HRID 2091784ノート

反応式

HRID 2091784 の反応式
[F:1][CH:2]([F:37])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH:14]([C:16]3[O:20][N:19]=[C:18]([CH2:21][CH2:22][O:23][CH3:24])[N:17]=3)[CH2:13][N:12]([C:25](OC3C=CC([N+]([O-])=O)=CC=3)=[O:26])[CH2:11]2)=[CH:6][CH:5]=1.[NH:38]1[CH2:43][CH2:42][S:41][CH2:40][CH2:39]1.C(N(CC)C(C)C)(C)C>CN1CCCC1=O>[F:1][CH:2]([F:37])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH:14]([C:16]3[O:20][N:19]=[C:18]([CH2:21][CH2:22][O:23][CH3:24])[N:17]=3)[CH2:13][N:12]([C:25]([N:38]3[CH2:43][CH2:42][S:41][CH2:40][CH2:39]3)=[O:26])[CH2:11]2)=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 67164ThiomorpholineHCID 81531DiisopropylethylamineHCID 596065764-Nitrophenyl 3-[4-(2,2-difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidine-1-carboxylate

生成物 1

HCID 59606564{3-[4-(2,2-Difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(thiomorpholin-4-yl)methanone

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

A solution of 56.0 mg (0.065 mmol, purity 60%) of the compound from Example 62A in 1-methyl-2-pyrrolidone (2.0 ml) was admixed with 37.0 μl (40.0 mg, 0.390 mmol) of thiomorpholine and 34.0 μl (25.0 mg, 0.195 mmol) of N,N-diisopropylethylamine and then heated in a single-mode microwave (Emrys Optimizer) at 150° C. for 30 min. For workup, the reaction solutions were combined and purified directly by means of preparative HPLC. Yield: 14.7 mg (47% of theory)

後処理

  1. custompurified directly by means of preparative HPLC

出典と根拠

ORDレコード
ord-f060152345344ec8a5a00dfd405c5c55
出典データセット
uspto-grants-2013_05
特許番号
US08440657B2

反応ノート

読み込み中…