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Thiophene → Ethyl cis-4-[(5-amino-4-chloro-2-methoxybenzoyl)amino]-3-methoxy-1-piperidinecarboxylate

HRID 981304
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HRID 981304 반응식
[Cl:1][C:2]1[C:23]([N+:24]([O-])=O)=[CH:22][C:5]([C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][C@H:10]2[O:20][CH3:21])=[O:7])=[C:4]([O:27][CH3:28])[CH:3]=1.S1C=CC=C1.[H][H]>CO.[Pt]>[NH2:24][C:23]1[C:2]([Cl:1])=[CH:3][C:4]([O:27][CH3:28])=[C:5]([CH:22]=1)[C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][C@H:10]1[O:20][CH3:21])=[O:7]
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참가 물질

6

반응물 3

HCID 8030ThiopheneHCID 67928767HCID 67928767, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 67928779Ethyl cis-4-[(5-amino-4-chloro-2-methoxybenzoyl)amino]-3-methoxy-1-piperidinecarboxylate수율 94%

시약·촉매·용매 2

HCID 23939Platinum촉매
HCID 887
Methanol
용매
2회

실험 절차

A mixture of 90.5 parts of ethyl cis-4-[(4-chloro-2-methoxy-5-nitrobenzoyl)amino]-3-methoxy-1-piperidinecarboxylate, 3 parts of a solution of thiophene in methanol 4% and 400 parts of methanol was hydrogenated at normal pressure and at 50° C. with 5 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was crystallized from 2-propanol. The product was filtered off and dried, yielding 80 parts (94%) of ethyl cis-4-[(5-amino-4-chloro-2-methoxybenzoyl)amino]-3-methoxy-1-piperidinecarboxylate: mp. 142.5° C. (interm. 14).

후처리

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was crystallized from 2-propanol
  4. filtrationThe product was filtered off
  5. customdried

출처 및 근거

ORD 기록
ord-5a421704462c4aab8f8178eddca63923
출처 데이터셋
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04990521

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