ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Triethylamine → 2-methyl-6-[(3R)-3-methylpiperazin-1-yl]-3-{1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}imidazo[1,2-b]pyridazine

HRID 1035789
ノート
印刷プレビュー

反応式

HRID 1035789 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]4[N:18]([S:21]([C:24]5[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=5)(=[O:23])=[O:22])[CH:19]=[CH:20][C:13]=34)=[C:9]([CH3:11])[N:10]=2)[N:7]=1.[CH3:31][C@@H:32]1[CH2:37][NH:36][CH2:35][CH2:34][NH:33]1.C(N(CC)CC)C>C(O)CCCC.Cl>[CH3:11][C:9]1[N:10]=[C:5]2[CH:4]=[CH:3][C:2]([N:36]3[CH2:35][CH2:34][NH:33][C@H:32]([CH3:31])[CH2:37]3)=[N:7][N:6]2[C:8]=1[C:12]1[CH:17]=[CH:16][N:15]=[C:14]2[N:18]([S:21]([C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=3)(=[O:23])=[O:22])[CH:19]=[CH:20][C:13]=12
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 3

HCID 8471TriethylamineHCID 73304342-Methylpiperazine, (R)-HCID 580463686-chloro-2-methyl-3-{1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}imidazo[1,2-b]pyridazine

生成物 1

HCID 580463652-methyl-6-[(3R)-3-methylpiperazin-1-yl]-3-{1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}imidazo[1,2-b]pyridazine収率 60.2%

試薬・触媒・溶媒 2

HCID 313
Hydrochloric Acid
溶媒
HCID 62761-Pentanol溶媒

反応条件

温度
150 °C

実験手順

A mixture of 0.325 g (0.97 mmol) of 6-chloro-2-methyl-3-{1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}imidazo[1,2-b]pyridazine, 0.15 g (1.5 mmol) of (2R)-2-methylpiperazine and 0.10 ml (0.74 mmol) of triethylamine in 5 ml of pentanol is heated under reflux for 3 days at 150° C. The reaction medium is diluted with 100 ml of a 1N aqueous solution of hydrochloric acid and the solution is washed with ethyl acetate. The aqueous phase is then basified by addition of aqueous ammonia and the product is extracted with dichloromethane. The organic phase is separated, dried over sodium sulphate and the solvent is removed by evaporation under reduced pressure. The chestnut brown oil obtained is then chromatographed over a silica gel column (35 g) by eluting with a mixture of dichloromethane, methanol and aqueous ammonia (90/10/1) in order to give 0.293 g of 2-methyl-6-[(3R)-3-methylpiperazin-1-yl]-3-{1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}imidazo[1,2-b]pyridazine in the form of a yellow oil after drying.

後処理

  1. temperatureis heated
  2. washthe solution is washed with ethyl acetate
  3. additionThe aqueous phase is then basified by addition of aqueous ammonia
  4. extractionthe product is extracted with dichloromethane
  5. customThe organic phase is separated
  6. dry with materialdried over sodium sulphate
  7. customthe solvent is removed by evaporation under reduced pressure
  8. customThe chestnut brown oil obtained
  9. customis then chromatographed over a silica gel column (35 g)
  10. washby eluting with a mixture of dichloromethane, methanol and aqueous ammonia (90/10/1) in order

出典と根拠

ORDレコード
ord-24c3f7ca65b246c59b0e225811c20d4c
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08546395B2

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