1-Phenylpiperazine → [2-(4-Phenylpiperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl]propylamine

HRID 1805973노트

반응식

HRID 1805973 반응식
Cl[C:2]1[N:3]=[C:4]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1.[C:15]1([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O1CCOCC1>>[C:15]1([N:21]2[CH2:26][CH2:25][N:24]([C:2]3[N:3]=[C:4]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]4[S:10][CH2:9][CH2:8][C:6]=4[N:7]=3)[CH2:23][CH2:22]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

4

반응물 3

HCID 70961-PhenylpiperazineHCID 312751,4-DioxaneHCID 86632801(2-Chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)propylamine

생성물 1

HCID 68440117[2-(4-Phenylpiperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl]propylamine수율 55%

실험 절차

9.7 g (42.3 mmol) of 2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)propylamine (VIII) and 25.7 mL (169.2 mmol) of 1-phenylpiperazine (III) are placed in 200 is mL of dioxane (carried out in 10 batches), then reacted for 1 hour at 160° C. in the microwave. The reaction mixture is concentrated by evaporation, the residue is combined with 250 mL of water. Then the mixture is suction filtered, washed with water, and dried. The residue is stirred with acetonitrile, then recrystallized from isopropanol. 8.3 g of the product (I) (55%) is obtained as a powder (m.p. 121° C.). 1H NMR (400 MHz, DMSO): 7.22 (2H, t); 6.97 (2H, d); 6.79 (1H, t); 6.43 (2H, t); 3.81-3.69 (4H, m); 3.37-3.19 (4H, m); 3.19-3.09 (4H, m); 2.99 (2H, t); 1.62-1.47 (2H, m); 0.87 (3H, t).

후처리

  1. customthen reacted for 1 hour at 160° C. in the microwave
  2. concentrationThe reaction mixture is concentrated by evaporation
  3. filtrationfiltered
  4. washwashed with water
  5. customdried
  6. customrecrystallized from isopropanol

출처 및 근거

ORD 기록
ord-3add2e7dd28043d7a7e2e27bda396c7e
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354531B2

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