HCID 52206516、化合物 → 2-chloro-8-isopentyl-7-methyl-7,8-dihydropteridin-6(5H)-one

HRID 530093ノート

反応式

HRID 530093 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[C@H:9]([C:11](OC)=[O:12])[CH3:10])[C:5]([N+:20]([O-])=O)=[CH:4][N:3]=1>[Fe].C(O)(=O)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[NH:20][C:11](=[O:12])[CH:9]([CH3:10])[N:8]([CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[C:6]=2[N:7]=1

参加物

4

反応物 1

HCID 52206516HCID 52206516、化合物

生成物 1

HCID 426095712-chloro-8-isopentyl-7-methyl-7,8-dihydropteridin-6(5H)-one収率 61%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
60 °C

実験手順

A mixture of methyl N-(2-chloro-5-nitropyrimidin-4-yl)-N-(3-methylbutyl)alaninate (16.2 g, 49 mmol), iron powder (6.9 g, 123 mmol) and glacial acetic acid (165 mL) was heated at 60° C. for 2 h. The reaction mixture was then filtered while hot over celite and washed with hot acetic acid (40 mL) followed by ethyl acetate (250 mL). The filtrate after evaporation was taken up in ethyl acetate and washed two times with aq. saturated sodium bicarbonate solution followed by brine. It was dried over sodium sulfate and evaporated. The residue was triturated with hot isopropyl ether to give titled product (yield: 61%). 1HNMR (300 MHz, CDCl3): δ 0.92-1.01 (m, 7H), 1.43-1.75 (m, 5H), 3.01-3.20 (m, 1H), 4.10-4.25 (m, 2H), 7.63 (s, 1H), 9.13 (s, 1H).

後処理

  1. filtrationThe reaction mixture was then filtered while hot over celite
  2. washwashed with hot acetic acid (40 mL)
  3. customThe filtrate after evaporation
  4. washwashed two times with aq. saturated sodium bicarbonate solution
  5. dry with materialIt was dried over sodium sulfate
  6. customevaporated
  7. customThe residue was triturated with hot isopropyl ether

出典と根拠

ORDレコード
ord-357cbdf2089e427d938093f310f859a7
出典データセット
uspto-grants-2016_05
特許番号
US09351974B2

反応ノート

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