Dimethylformamide → HCID 178501266, 화합물

HRID 1035715노트

반응식

HRID 1035715 반응식
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=O)=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=[O:4].C(N(C(C)C)CC)(C)C.[Cl:30][C:31]1[CH:32]=[C:33]([C:37]2[S:41][C:40]([NH2:42])=[N:39][N:38]=2)[CH:34]=[CH:35][CH:36]=1.CN(C=O)C>ClCCl.O>[Cl:30][C:31]1[CH:32]=[C:33]([C:37]2[S:41][C:40]([NH:42][C:16]([C:15]3[CH:14]=[CH:13][C:12]([O:11][C@@H:8]4[CH2:7][CH2:6][C@H:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:10][CH2:9]4)=[CH:20][CH:19]=3)=[O:18])=[N:39][N:38]=2)[CH:34]=[CH:35][CH:36]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 27723065-(3-Chlorophenyl)-1,3,4-thiadiazol-2-amineHCID 178501272HCID 178501272, 화합물

생성물 1

HCID 178501266HCID 178501266, 화합물수율 10.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

0.351 g of cis-4-(4-methoxycarbonylcyclohexyloxy)benzoic acid (1.26 mmol, 1 eq.) is placed in 5 mL of dichloromethane at room temperature. 0.42 mL of diisopropylethylamine (2.52 mmol, 2 eq.), 0.705 g of bromotris-pyrrolidinophosphonium hexafluorophosphonate (1.51 mmol, 1.2 eq.) and 0.267 g of 3-chlorophenyl-1,3,4-thiadiazol-2-amine (1.26 mmol, 1 eq.) are added successively. 2 mL of DMF are added. The reaction mixture is stirred for 1 day at room temperature, diluted in dichloromethane, and water is added. Filtration of this medium gives 0.06 g of methyl cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylate. The organic phase is separated out by settling, washed with water, dried over sodium sulfate, filtered and evaporated. The residue is taken up in ethanol, filtered off by suction and washed with diethyl ether. 0.090 g of methyl cis-4-{4-[5-(3-chlorophenyl)[1.3.4]thiadiazol-2-ylcarbamoyl]phenoxy}cyclohexanecarboxylate is obtained.

후처리

  1. filtrationFiltration of this medium

출처 및 근거

ORD 기록
ord-b73a4786297b475b8eed74b75d126587
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546391B2

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