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

Benzene → (S)-tert-butyl 5-((S)-(2-fluoro-4-(trifluoromethyl)phenyl)(2-(tetrahydro-2H-pyran-4-ylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)methyl)-2,2-dimethylpyrrolidine-1-carboxylate

HRID 2279551
ノート
印刷プレビュー

反応式

HRID 2279551 の反応式
[C:1]([O:5][C:6]([N:8]1[C:12]([CH3:14])([CH3:13])[CH2:11][CH2:10][C@H:9]1[C@H:15]([C:19]1[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][C:20]=1[F:29])C(O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=CC=CC=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[O:53]1[CH2:58][CH2:57][CH:56]([NH:59][C:60]2[N:61]=[CH:62][C:63]3[CH2:69][CH2:68][NH:67][CH2:66][C:64]=3[N:65]=2)[CH2:55][CH2:54]1.C[N:71]([CH:73]=[O:74])C>O>[F:29][C:20]1[CH:21]=[C:22]([C:25]([F:26])([F:27])[F:28])[CH:23]=[CH:24][C:19]=1[C@H:15]([NH:71][C:73]([N:67]1[CH2:68][CH2:69][C:63]2[CH:62]=[N:61][C:60]([NH:59][CH:56]3[CH2:55][CH2:54][O:53][CH2:58][CH2:57]3)=[N:65][C:64]=2[CH2:66]1)=[O:74])[C@H:9]1[N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:12]([CH3:14])([CH3:13])[CH2:11][CH2:10]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 241BenzeneHCID 6228DimethylformamideHCID 199401P,P-Diphenylphosphinic azideHCID 71743546N-(tetrahydro-2H-pyran-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-amineHCID 86705537(S)-2-((S)-1-(tert-butoxycarbonyl)-5,5-dimethylpyrrolidin-2-yl)-2-(2-fluoro-4-(trifluoromethyl)phenyl)acetic acid

生成物 1

HCID 86705539
(S)-tert-butyl 5-((S)-(2-fluoro-4-(trifluoromethyl)phenyl)(2-(tetrahydro-2H-pyran-4-ylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)methyl)-2,2-dimethylpyrrolidine-1-carboxylate
収率 74.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 322 (0.341 g, 0.813 mmol) and benzene (8 mL) cooled 0° C. was added TEA (0.154 mL, 1.11 mmol) and diphenylphosphoryl azide (0.239 mL, 1.11 mmol) and the reaction stirred at RT for 1 h then refluxed for 3 h. The reaction was then cooled to RT and a solution of 28 (0.200 g, 0.739 mmol), TEA (0.154 mL, 1.11 mmol) and DMF (3 mL) was added, and stirred at RT for 18 h. The reaction was poured into water and extracted with DCM. The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH (500:10) to afford 0.360 g (74.9%) of (S)-tert-butyl 5-((S)-(2-fluoro-4-(trifluoromethyl)phenyl)(2-(tetrahydro-2H-pyran-4-ylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)methyl)-2,2-dimethylpyrrolidine-1-carboxylate (324).

後処理

  1. temperaturethen refluxed for 3 h
  2. temperatureThe reaction was then cooled to RT
  3. stirringstirred at RT for 18 h
  4. extractionextracted with DCM
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude product was purified by SiO2 chromatography
  9. washeluting with DCM/MeOH (500:10)

出典と根拠

ORDレコード
ord-e4abadf307384326803847c0cf18abf9
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133187B2

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