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

HRID 1805973ノート

反応式

HRID 1805973 の反応式
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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3add2e7dd28043d7a7e2e27bda396c7e
出典データセット
uspto-grants-2013_01
特許番号
US08354531B2

反応ノート

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