Methyl anisate → 1-{[4-(2,4-Dichlorophenyl)-5-(4-methoxyphenyl)thien-2-yl]carbonyl}-4-phenylpiperidine-4-carboxamide

HRID 1958681

반응식

HRID 1958681 반응식
ClC1C=C(Cl)C=CC=1CC(O)=O.COC1C=CC(C(OC)=O)=CC=1.[Cl:25][C:26]1[CH:31]=[C:30]([Cl:32])[CH:29]=[CH:28][C:27]=1[C:33]1[CH:34]=[C:35]([C:46](O)=[O:47])[S:36][C:37]=1[C:38]1[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=1.[C:49]1([C:55]2([C:61]([NH2:63])=[O:62])[CH2:60][CH2:59][NH:58][CH2:57][CH2:56]2)[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C(Cl)Cl.CCN(CC)CC>[Cl:25][C:26]1[CH:31]=[C:30]([Cl:32])[CH:29]=[CH:28][C:27]=1[C:33]1[CH:34]=[C:35]([C:46]([N:58]2[CH2:57][CH2:56][C:55]([C:49]3[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=3)([C:61]([NH2:63])=[O:62])[CH2:60][CH2:59]2)=[O:47])[S:36][C:37]=1[C:38]1[CH:39]=[CH:40][C:41]([O:44][CH3:45])=[CH:42][CH:43]=1

참가 물질

8

반응물 5

HCID 8499Methyl anisateHCID 882092,4-Dichlorophenylacetic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 30171304-Phenylpiperidine-4-carboxamideHCID 672995574-(2,4-Dichlorophenyl)-5-(4-methoxyphenyl)thiophene-2-carboxylic acid

생성물 1

HCID 671846951-{[4-(2,4-Dichlorophenyl)-5-(4-methoxyphenyl)thien-2-yl]carbonyl}-4-phenylpiperidine-4-carboxamide수율 90%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

4-(2,4-dichlorophenyl)-5-(4-methoxyphenyethiophene-2-carboxylic acid is prepared, according to the procedure used in stages 1A)-1E), from (2,4-dichlorophenyl)acetic acid and methyl 4-methoxybenzoate. 3.8 g of 4-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)thiophene-2-carboxylic acid, 2.53 g of 4-phenylpiperidine-4-carboxamide (preparation 2), 0.72 ml of Et3N and 3.53 g of TBTU are added at AT to 100 ml of CH2Cl2. The mixture is stirred overnight. It is evaporated to dryness, water is added and the compound obtained is extracted with ethyl acetate. The organic phase is dried and evaporated to dryness. After crystallizing, washing with ethyl ether, filtering and then drying, 5.1 g of the expected compound are obtained.

후처리

  1. customIt is evaporated to dryness, water
  2. additionis added
  3. customthe compound obtained
  4. extractionis extracted with ethyl acetate
  5. customThe organic phase is dried
  6. customevaporated to dryness
  7. customAfter crystallizing
  8. washwashing with ethyl ether
  9. filtrationfiltering
  10. customdrying

출처 및 근거

ORD 기록
ord-525a0613b454439f994e88bda75255e6
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410137B2

연결된 노트

불러오는 중…