2,4-Diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine → 2,4-diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)pyrimidine

HRID 34453

반응식

HRID 34453 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH:17]([CH3:20])[C:18]#[CH:19])[C:13]([O:21][CH3:22])=[C:12]([O:23][CH3:24])[CH:11]=2)=[CH:4][N:3]=1>C(N(CC)C1C=CC=CC=1)C>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[C:15]3[CH:19]=[CH:18][CH:17]([CH3:20])[O:16][C:14]=3[C:13]([O:21][CH3:22])=[C:12]([O:23][CH3:24])[CH:11]=2)=[CH:4][N:3]=1

참가 물질

3

반응물 1

HCID 128498022,4-Diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine

생성물 1

HCID 128497982,4-diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)pyrimidine수율 37%

시약·촉매·용매 1

HCID 7061N,N-Diethylaniline용매

실험 절차

A solution of 2,4-diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine (4.28 g, 13.0 mmol) in N,N-diethylaniline (200 mL) was refluxed under nitrogen for 0.5 hr. The hot solution was filtered to remove dark tarry material. The filtrate was cooled and diluted with hexanes (200 mL). The precipitate (3.8 g) was recrystallized from ethanol to give title compound as off-white powder (1.56 g, 37%); mp 219°-221° dec. Anal. Calcd for C17H20N4O3 : C, 62.18; H, 6.14; N, 17.06. Found: C, 61.91; H, 6.20; N, 16.93.

후처리

  1. filtrationThe hot solution was filtered
  2. customto remove dark tarry material
  3. temperatureThe filtrate was cooled
  4. additiondiluted with hexanes (200 mL)
  5. customThe precipitate (3.8 g) was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-ff7dd95dab7f4c838340ddf80907f226
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04761475

연결된 노트

불러오는 중…