Potassium Carbonate → (1-Benzyl-4-piperidyl)methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

HRID 609594

반응식

HRID 609594 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:16][CH2:15]2)=[O:11])=[CH:2]1.ClN1[C:32](=[O:33])[CH2:31][CH2:30]C1=O.BrCCCO.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:20]([N:17]1[CH2:18][CH2:19][CH:14]([CH2:13][O:12][C:10]([C:3]2[C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=3[N:1]3[CH2:30][CH2:31][CH2:32][O:33][C:2]=23)=[O:11])[CH2:15][CH2:16]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 31398ChlorosuccinimideHCID 19599412(1-Benzyl-4-piperidyl)methyl indole-3-carboxylate

생성물 1

HCID 44211270(1-Benzyl-4-piperidyl)methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

(1-Benzyl-4-piperidyl)methyl indole-3-carboxylate was treated initially with N-chlorosuccinimide (1.5 equivalents) for 2 h, then with 3-bromo-1-propanol (2 equivalents) for 16 h, followed by anhydrous potassium carbonate in acetone, using the method described in Example 1b. The crude product was purified by chromatography on silica gel eluting with chloroform/ethanol (19:1) to afford the title compound (E15) as a beige solid following recrystallisation from chloroform/ether (47%) mp 158-160° C.

후처리

  1. customThe crude product was purified by chromatography on silica gel eluting with chloroform/ethanol (19:1)

출처 및 근거

ORD 기록
ord-5521d219a792422d840f0871131d7381
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998409

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