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Benzylamine → Ethyl cis-(4-amino-3-methoxypiperidino)formate

HRID 345545
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HRID 345545 반응식
S1C=CC=C1.[CH3:6][O:7][CH:8]1[C:13](=O)[CH2:12][CH2:11][N:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9]1.C1(C[NH2:27])C=CC=CC=1.[H][H]>[Pd].CO.C(O)C>[NH2:27][C@H:13]1[CH2:12][CH2:11][N:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9][C@H:8]1[O:7][CH3:6]
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참가 물질

8

반응물 4

HCID 7504BenzylamineHCID 8030ThiopheneHCID 2724451Ethyl 3-methoxy-4-oxopiperidine-1-carboxylateHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 13677746Ethyl cis-(4-amino-3-methoxypiperidino)formate

시약·촉매·용매 3

HCID 23938Palladium촉매2회
HCID 702Ethanol용매
HCID 887Methanol용매

실험 절차

To 2 parts of a solution of 2 parts of thiophene in 40 parts of ethanol were added 126 parts of ethyl 3-methoxy-4-oxo-1-piperidinecarboxylate, 70 parts of benzenemethanamine and 400 parts of methanol. The whole was hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After up-take of one equivalent of hydrogen, the catalyst was filtered off and hydrogenation was continued with another 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue contained some oil drops which were separated, yielding 92.9 parts of ethyl cis-4-amino-3-methoxy-1-piperidinecarboxylate (intermediate 54).

후처리

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customwere separated

출처 및 근거

ORD 기록
ord-36ede86238894873bb4a4ee426bb7f3b
출처 데이터셋
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05057525

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