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

HRID 1458600

반응식

HRID 1458600 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-0aaf56a8cf2c47a592c4f2fd8eb60abc
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05852014

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