Methyl 1-((acetylthio)methyl)cyclopropaneacetate → Montelukast

HRID 1925441

반응식

HRID 1925441 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:15]=[C:16]([C@@H:20](OS(C)(=O)=O)[CH2:21][CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[C:29]([O:32]C4CCCCO4)([CH3:31])[CH3:30])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1.C([S:47][CH2:48][C:49]1([CH2:52][C:53]([O:55]C)=[O:54])[CH2:51][CH2:50]1)(=O)C>NN.C(=O)([O-])[O-].[Cs+].[Cs+].C(#N)C.O1C=CC=CC1>[CH3:31][C:29]([OH:32])([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[CH2:22][CH2:21][C@@H:20]([S:47][CH2:48][C:49]1([CH2:52][C:53]([OH:55])=[O:54])[CH2:51][CH2:50]1)[C:16]1[CH:17]=[CH:18][CH:19]=[C:14](/[CH:13]=[CH:12]/[C:8]2[CH:7]=[CH:6][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:11][C:10]=3[N:9]=2)[CH:15]=1)[CH3:30]

참가 물질

7

반응물 2

HCID 53482060Methyl 1-((acetylthio)methyl)cyclopropaneacetateHCID 54063535HCID 54063535, 화합물

생성물 1

HCID 5281040Montelukast

시약·촉매·용매 4

HCID 6342Acetonitrile용매HCID 9321Hydrazine용매HCID 10796Cesium carbonate용매HCID 186148Pyran용매

실험 절차

The process for the preparation comprises of reacting 2-(2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(methanesulfonyloxy)propyl)phenyl)-2-propoxy)tetrahydro pyran with Methyl 1-(acetylthiomethyl)cyclopropane acetate in presence of hydrazine, cesium carbonate in acetonitrile as solvent to get methyl ester of Montelukast in pyran protected form. The protected compound is further reacted with pyridinium p-toluene sulfonate, sodium hydroxide in a mixture of methanol and tetrahydrofuran as a solvent to afford Montelukast sodium of Formula (I).

출처 및 근거

ORD 기록
ord-914a322d1f0848398bc757714fa30e17
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178680B2

연결된 노트

불러오는 중…