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 → 6-[1-[(2-aminopyrimidin-5-yl)methyl]piperidin-4-yl]-2-piperidin-1-yl-1H-pyrimidin-4-one

HRID 1801568
ノート
印刷プレビュー

反応式

HRID 1801568 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[N:10]=[C:9]([OH:19])[CH:8]=2)[CH2:3][CH2:2]1.[NH2:20][C:21]1[N:26]=[CH:25][C:24]([CH:27]=O)=[CH:23][N:22]=1.C(N(CC)CC)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(O)(=O)C.ClCCl>[NH2:20][C:21]1[N:26]=[CH:25][C:24]([CH2:27][N:1]2[CH2:6][CH2:5][CH:4]([C:7]3[N:12]=[C:11]([N:13]4[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]4)[N:10]=[C:9]([OH:19])[CH:8]=3)[CH2:3][CH2:2]2)=[CH:23][N:22]=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 4

HCID 8471TriethylamineHCID 7690972-Aminopyrimidine-5-carbaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 1785156812-piperidin-1-yl-6-piperidin-4-yl-1H-pyrimidin-4-one

生成物 1

HCID 1785084076-[1-[(2-aminopyrimidin-5-yl)methyl]piperidin-4-yl]-2-piperidin-1-yl-1H-pyrimidin-4-one収率 82%

試薬・触媒・溶媒 2

HCID 176
Acetic Acid
触媒
HCID 6344Dichloromethane溶媒

実験手順

A mixture of 6-piperidin-4-yl-2-piperidin-1-yl-pyrimidin-4-ol (2.0 mmol), 2-amino-pyrimidine-5-carbaldehyde (2.6 mmol), triethylamine (4.0 mmol) and 3 drops of acetic acid in dry dichloromethane (20 mL) was stirred at room temperature for 3 hours. Then sodium triacetoxyborohydride (6.0 mmol) was added in portions and stirring was continued for 48 hours (monitored by TLC). The mixture was quenched with saturated aqueous sodium bicarbonate solution (20 mL), and the product was extracted with dichloromethane (2×10 mL). The extracts were washed with brine and dried over sodium sulfate. The solvent was evaporated in vacuo to give a crude product. Purification via column chromatography (silica gel, ethyl acetate/hexane) afforded 6-[1-(2-Amino-pyrimidin-5-ylmethyl)-piperidin-4-yl]-2-piperidin-1-yl-pyrimidin-4-ol (606 mg, 82%)

後処理

  1. stirringstirring
  2. waitwas continued for 48 hours
  3. customThe mixture was quenched with saturated aqueous sodium bicarbonate solution (20 mL)
  4. extractionthe product was extracted with dichloromethane (2×10 mL)
  5. washThe extracts were washed with brine
  6. dry with materialdried over sodium sulfate
  7. customThe solvent was evaporated in vacuo
  8. customto give a crude product
  9. customPurification via column chromatography (silica gel, ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-3ee304980e4b47f59f8b30d402c38bef
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08349833B2

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