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

HRID 530093노트

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HRID 530093 반응식
[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

참가 물질

4

반응물 1

HCID 52206516HCID 52206516, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

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온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-357cbdf2089e427d938093f310f859a7
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09351974B2

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