Lithium Hydroxide → HCID 18673012, 화합물

HRID 1058364

반응식

HRID 1058364 반응식
Cl[C:2]1[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1.[NH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[OH-].[Li+]>O1CCCC1>[N:9]1([C:2]2[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=2)[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 4837PiperazineHCID 14797652-Chloro-1,3-thiazole-5-carbaldehyde

생성물 1

HCID 18673012HCID 18673012, 화합물수율 38%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-chlorothiazole-5-carboxaldehyde (Example 53; 378 mg, 2.6 mmol) in aqueous tetrahydrofuran (9.75 mL tetrahydrofuran, 0.25 mL of water, 40:1) at 25° C. was added piperazine (0.55 g, 6.4 mmol) followed by lithium hydroxide (129 mg, 3.0 mmol). After stirring for 24 h at room temperature, the solvents were removed under reduced pressure. The residual solid was diluted with water (50 mL) and neutralized to pH 7 with 1N hydrochloric acid solution. The resulting solids were filtered, washed with water, dried under vacuum and flash chromatographed (silica gel, 10% methanol in dichloromethane) to yield 2-(piperazin-1-yl)thiazole-5-carboxaldehyde (191 mg, 38% yield) as a yellow solid.

후처리

  1. customthe solvents were removed under reduced pressure
  2. additionThe residual solid was diluted with water (50 mL)
  3. filtrationThe resulting solids were filtered
  4. washwashed with water
  5. customdried under vacuum and flash
  6. customchromatographed (silica gel, 10% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-1e2adf16d479442c9f8e0a1c6e9b68b1
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06515124B2

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