Thiophene-3-carboxylic acid → HCID 15434276、化合物

HRID 841914ノート

反応式

HRID 841914 の反応式
[S:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=O)=[CH:2]1.C(N(CC)CC)C.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[N:19]=1>C(Cl)Cl>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([N:24]2[CH2:25][CH2:26][N:27]([C:6]([C:3]3[CH:4]=[CH:5][S:1][CH:2]=3)=[O:8])[CH2:28][CH2:29]2)[N:19]=1

参加物

5

反応物 3

HCID 6918Thiophene-3-carboxylic acidHCID 8471TriethylamineHCID 114809874-Methoxy-2-(piperazin-1-yl)pyrimidine

生成物 1

HCID 15434276HCID 15434276、化合物収率 33.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 1.0 g (7.81 mmol) of 3-thienylcarboxylic acid and 1 mL (7.86 mmol) of triethylamine in 30 mL of CH2Cl2 cooled to 0° C. 0.84 g (7.81 mmol) of ethyl chloroformiate are added. The mixture is maintained at 0° C. for 20 minutes and then 1.5 g (7.81 mmol) of 4-methoxy-2-(1-piperazinyl) pyrimidine dissolved in 10 mL of CH2Cl2 are added to the solution. The temperature is allowed to rise to room temperature and the solution continually stirred for 2 hours and the organic phase is washed with H2O, dried over NaSO4 and the solvent evaporated off under reduced pressure. The resulting oil is treated with ethyl ether to yield a solid which is recrystallised from ethanol/H2O to give 0.8 g (2.63 mmol) of 4-methoxy-2-[4-(3-thienylcarbonyl)-1-piperazinyl]pyrimidine. m.p.=90-92° C.

後処理

  1. addition0.84 g (7.81 mmol) of ethyl chloroformiate are added
  2. additionare added to the solution
  3. customto rise to room temperature
  4. washthe organic phase is washed with H2O
  5. dry with materialdried over NaSO4
  6. customthe solvent evaporated off under reduced pressure
  7. additionThe resulting oil is treated with ethyl ether
  8. customto yield a solid which
  9. customis recrystallised from ethanol/H2O

出典と根拠

ORDレコード
ord-79c7ccc44e42476d8b7a47ac5e839548
出典データセット
uspto-grants-2002_04
特許番号
US06372746B1

反応ノート

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