Dichloromethane → HCID 178464525, 화합물

HRID 1025462노트

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HRID 1025462 반응식
[CH2:1]([N:3]([C@H:16]1[CH2:21][CH2:20][C@H:19]([C:22]([O:24][CH3:25])=[O:23])[CH2:18][CH2:17]1)[S:4]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10](O)=[O:11])(=[O:6])=[O:5])[CH3:2].ClCCl.C(Cl)(=O)C(Cl)=O.[NH2:35][C:36]1[S:37][C:38]2[CH2:66][CH2:65][CH2:64][CH2:63][C:39]=2[C:40]=1[C:41]([NH:43][C:44]1[CH:49]=[CH:48][C:47]([CH2:50][CH2:51][CH2:52][C:53]2[CH:62]=[CH:61][C:56]([C:57]([O:59][CH3:60])=[O:58])=[CH:55][CH:54]=2)=[CH:46][CH:45]=1)=[O:42]>CN(C=O)C.N1C=CC=CC=1>[CH2:1]([N:3]([C@H:16]1[CH2:21][CH2:20][C@H:19]([C:22]([O:24][CH3:25])=[O:23])[CH2:18][CH2:17]1)[S:4]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([NH:35][C:36]1[S:37][C:38]2[CH2:66][CH2:65][CH2:64][CH2:63][C:39]=2[C:40]=1[C:41]([NH:43][C:44]1[CH:45]=[CH:46][C:47]([CH2:50][CH2:51][CH2:52][C:53]2[CH:54]=[CH:55][C:56]([C:57]([O:59][CH3:60])=[O:58])=[CH:61][CH:62]=2)=[CH:48][CH:49]=1)=[O:42])=[O:11])(=[O:6])=[O:5])[CH3:2]

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 68207877Methyl 4-[3-(4-{[(2-amino-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)carbonyl]amino}phenyl)propyl]benzoateHCID 178464526HCID 178464526, 화합물

생성물 1

HCID 178464525HCID 178464525, 화합물수율 45%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 1049Pyridine용매

실험 절차

To a mixture of 332 mg of 3-{ethyl[trans-4-(methoxycarbonyl)cyclohexyl]sulfamoyl}benzoic acid, one drop of DMF, and 3 mL of dichloromethane was added 0.11 mL of oxalyl chloride under ice-cooling, followed by stirring at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure, and then to a mixture of the obtained crude product and 3 mL of dichloromethane were added 0.11 mL of pyridine and 300 mg of methyl 4-[3-(4-{[(2-amino-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)carbonyl]amino}phenyl)propyl]benzoate, followed by stirring at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and then the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate and hexane-chloroform) to obtain 241 mg of methyl 4-(3-{4-[({2-[(3-{ethyl[trans-4-(methoxycarbonyl)cyclohexyl]sulfamoyl}benzoyl)amino]-4,5,6,7-tetrahydro-1-benzothiophen-3-yl}carbonyl)amino]phenyl}propyl)benzoate as a yellow amorphous solid.

후처리

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionto a mixture of the
  4. customobtained crude product and 3 mL of dichloromethane
  5. stirringby stirring at room temperature overnight
  6. concentrationThe reaction mixture was concentrated under reduced pressure
  7. customthe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate and hexane-chloroform)

출처 및 근거

ORD 기록
ord-a75c13fdb8bd4fc488f46c342cd5852a
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729068B2

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