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Potassium Carbonate → methyl(7S)-7-{2-[{3-[(benzylamino)sulfonyl]propyl}(methyl)amino]ethoxyl}-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

HRID 421954
ノート
印刷プレビュー

反応式

HRID 421954 の反応式
CCN(C(C)C)C(C)C.C([O-])([O-])=O.[K+].[K+].[CH2:16]([N:23]([S:31]([CH2:34][CH2:35][CH2:36]Cl)(=[O:33])=[O:32])C(=O)OC(C)(C)C)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[CH:38]1([C:44]2[C:45]3[CH:46]=[CH:47][C:48]([C:68]([O:70][CH3:71])=[O:69])=[CH:49][C:50]=3[N:51]3[C:58]=2[C:57]2[CH:59]=[CH:60][CH:61]=[CH:62][C:56]=2[O:55][CH2:54][C@@H:53]([O:63][CH2:64][CH2:65][NH:66][CH3:67])[CH2:52]3)[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>CC#N>[CH2:16]([NH:23][S:31]([CH2:34][CH2:35][CH2:36][N:66]([CH3:67])[CH2:65][CH2:64][O:63][C@H:53]1[CH2:52][N:51]2[C:50]3[CH:49]=[C:48]([C:68]([O:70][CH3:71])=[O:69])[CH:47]=[CH:46][C:45]=3[C:44]([CH:38]3[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]3)=[C:58]2[C:57]2[CH:59]=[CH:60][CH:61]=[CH:62][C:56]=2[O:55][CH2:54]1)(=[O:32])=[O:33])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 81531DiisopropylethylamineHCID 66674477methyl (7S)-14-cyclohexyl-7-[2-(methylamino)ethoxy]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 66674695Tert-butyl benzyl[(3-chloropropyl)sulfonyl]carbamate

生成物 1

HCID 66674408
methyl(7S)-7-{2-[{3-[(benzylamino)sulfonyl]propyl}(methyl)amino]ethoxyl}-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
収率 23%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
200 °C

実験手順

DIPEA (2 eq.), K2CO3(4 eq.) and tert-butyl benzyl[(3-chloropropyl)sulfonyl]carbamate (was added to a solution of methyl (7S)-14-cyclohexyl-7-[2-(methylamino)ethoxy]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.08 M) in MeCN. The mixture was heated in the microwave at 200° C. for 30 min. The resulting mixture was filtered, concentrated in vacuo, and the residue purified by RP-HPLC (WATERS XTERRA column, C18, 5 um, 19×150 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA). Fractions containing the pure compound were combined and freeze dried to afford the title compound (23%) as a white powder. (ES+) m/z 674 (M+H)+.

後処理

  1. filtrationThe resulting mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue purified by RP-HPLC (WATERS XTERRA column, C18, 5 um, 19×150 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA)
  4. additionFractions containing the pure compound
  5. customfreeze dried

出典と根拠

ORDレコード
ord-8cbbb7dee10948509332cd185df31612
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08101595B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート