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

Ammonia → (1S,4R)-4-[3-((S)-1,2-Dimethyl-pyrrolidin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-ylamine

HRID 2282453
ノート
印刷プレビュー

反応式

HRID 2282453 の反応式
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@:3]1([C:8]1[N:12]2[CH:13]=[C:14](F)[CH:15]=[CH:16][C:11]2=[N:10][N:9]=1)[CH3:7].[NH2:18][C@@H:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C@H:22]([OH:29])[CH2:21][CH2:20]1.[H-].[Na+].N>CN(C=O)C.CO.C(Cl)Cl>[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@:3]1([C:8]1[N:12]2[CH:13]=[C:14]([O:29][C@H:22]3[C:23]4[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=4)[C@@H:19]([NH2:18])[CH2:20][CH2:21]3)[CH:15]=[CH:16][C:11]2=[N:10][N:9]=1)[CH3:7]
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

8

反応物 4

HCID 222AmmoniaHCID 24758Sodium hydrideHCID 86686674(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86687034HCID 86687034、化合物

生成物 1

HCID 86687035(1S,4R)-4-[3-((S)-1,2-Dimethyl-pyrrolidin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-ylamine収率 75%

試薬・触媒・溶媒 3

HCID 887
Methanol
溶媒
HCID 6228Dimethylformamide溶媒
HCID 6344Dichloromethane溶媒

反応条件

温度
60 °C

実験手順

To a solution of Intermediate 47b (150 mg, 0.64 mmol) and Intermediate A (126 mg, 0.64 mmol) in DMF (3 mL) was added NaH (60% in mineral oil, 90 mg, 2.24 mmol) portionwise. The mixture was stirred at 60° C. for 1.5 h then allowed to cool to RT. The mixture was carefully quenched by pouring into MeOH (10 mL), then applied to an SCX-2 cartridge and washed with MeOH. The product was eluted with 2M NH3 in MeOH; concentration in vacuo gave a residue. FCC, using 0-10% [2M NH3 in MeOH] in DCM, gave the title compound as a brown solid (180 mg, 75%). LCMS (Method 4): Rt 0.49, m/z 378 [MH+].

後処理

  1. temperatureto cool to RT
  2. customThe mixture was carefully quenched
  3. additionby pouring into MeOH (10 mL)
  4. washwashed with MeOH
  5. washThe product was eluted with 2M NH3 in MeOH
  6. concentrationconcentration in vacuo
  7. customgave a residue

出典と根拠

ORDレコード
ord-591332efc08c4e49859344c337ad794b
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09139584B2

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