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

Isopropyl Acetate → (R)-3-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 2090559
ノート
印刷プレビュー

反応式

HRID 2090559 の反応式
Cl[C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH2:13][C@@H:14]3[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[O:15]3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:21])[C:4](=[O:22])[C:3]=1[F:23].[F:24][C:25]1[CH:31]=[C:30]([I:32])[CH:29]=[CH:28][C:26]=1[NH2:27].O1CCCC1.C[Si](C)(C)[N-][Si](C)(C)C.[Li+].C(OC(C)C)(=O)C>C(Cl)Cl.O>[CH3:19][C:16]1([CH3:20])[O:15][C@H:14]([CH2:13][N:9]2[C:10](=[O:12])[C:11]3[C:2]([NH:27][C:26]4[CH:28]=[CH:29][C:30]([I:32])=[CH:31][C:25]=4[F:24])=[C:3]([F:23])[C:4](=[O:22])[N:5]([CH3:21])[C:6]=3[N:7]=[CH:8]2)[CH2:18][O:17]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 7915Isopropyl AcetateHCID 8028Tetrahydrofuran2 回HCID 1856942-Fluoro-4-iodoanilineHCID 2733832Lithium HexamethyldisilazideHCID 67378564(R)-5-Chloro-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

生成物 1

HCID 67368877
(R)-3-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

Combine (R)-5-chloro-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (4.00 g, 11.6 mmol), 2-fluoro-4-iodoaniline (2.76 g, 11.6 mmol) and tetrahydrofuran (16.0 mL, 197 mmol). Cool to 0° C. to 5° C. in an ice bath, add 1.0 M lithium hexamethyldisilazide in tetrahydrofuran (23.3 mL, 23.3 mmol) while keeping the temperature below 10° C. Agitate in an ice bath for no less than 30 min and then warm to ambient temperature and stir overnight. Add water (20.0 mL) and methylene chloride (40.0 mL) and agitate, then separate the phases. Combine the organic phase and 40 mL of water, adjust the pH to 7 with 2 N HCl. Separate the organic phase extract with water (20 mL), dry over MgSO4, concentrate to 20 mL to give a solid. Add isopropyl acetate (40.0 mL, 342 mmol) to the suspension, stir at ambient temperature for no less than 2 hours, collect the solid by filtration, rinse with isopropyl acetate (20 mL), and dry overnight at 30° C. under vacuum to give the title compound.

後処理

  1. temperatureCool to 0° C. to 5° C. in an ice bath
  2. customthe temperature below 10° C
  3. stirringstir overnight
  4. customseparate the phases
  5. customSeparate the organic phase
  6. extractionextract with water (20 mL)
  7. dry with materialdry over MgSO4
  8. concentrationconcentrate to 20 mL
  9. customto give a solid
  10. customcollect the solid
  11. filtrationby filtration
  12. washrinse with isopropyl acetate (20 mL)
  13. customdry overnight at 30° C. under vacuum

出典と根拠

ORDレコード
ord-ac9109b0dd8643b69681c74202100b6c
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08436200B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート