Potassium Carbonate → HCID 22998531, 화합물

HRID 382982

반응식

HRID 382982 반응식
Cl.[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[CH2:7][CH2:6]2.[Cl:20][CH2:21][C:22]1[S:23][C:24]2[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=2[N:26]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.O>[ClH:20].[S:23]1[C:24]2[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=2[N:26]=[C:22]1[CH2:21][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[CH2:7][CH2:6]2

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 3049782-(Chloromethyl)benzothiazoleHCID 22998605HCID 22998605, 화합물

생성물 1

HCID 22998531HCID 22998531, 화합물수율 50.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

To a solution of 6-hydroxy-2-piperidinomethyltetralin hydrochloride (205 mg, Reference Example 19) and 2-chloromethylbenzothiazole (183 mg) in DMF (10 ml) was added potassium carbonate (327 mg) and the reaction mixture was stirred at room temperature for 4 days and further at 60° C. for 7 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, dried, and concentrated. The residue was purified by silica gel column chromatography (eluent: ethyl acetate:methanol=10:1), alumina column chromatography (eluent: ethyl acetate:hexane=1:4) and converted into its hydrochloride, which was recrystallized from methanol-ethyl acetate to obtain the titled compound (158 mg).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated aqueous sodium chloride
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate:methanol=10:1), alumina column chromatography (eluent: ethyl acetate:hexane=1:4)
  6. customwas recrystallized from methanol-ethyl acetate

출처 및 근거

ORD 기록
ord-10e9b312e8564861b9eebcbbdd420b79
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310107B1

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