4-(1H-1,2,3,4-tetrazol-1-yl)benzene-1-sulfonyl chloride → N-((1-((R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)pyrrolidin-2-yl)methyl)-4-(1H-tetrazol-1-yl)benzenesulfonamide
Reaction equation
Cl.[NH2:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][C@@H:10]([C:12]1[CH:21]=[CH:20][C:15]2[C:16](=[O:19])[O:17][CH2:18][C:14]=2[C:13]=1[CH3:22])[OH:11].[N:23]1([C:28]2[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=2)[CH:27]=[N:26][N:25]=[N:24]1>>[OH:11][C@H:10]([C:12]1[C:13]([CH3:22])=[C:14]2[C:15](=[CH:20][CH:21]=1)[C:16](=[O:19])[O:17][CH2:18]2)[CH2:9][N:5]1[CH2:6][CH2:7][CH2:8][CH:4]1[CH2:3][NH:2][S:34]([C:31]1[CH:30]=[CH:29][C:28]([N:23]2[CH:27]=[N:26][N:25]=[N:24]2)=[CH:33][CH:32]=1)(=[O:35])=[O:36]Participants
3
Reactant 2
Product 1
Procedure
N-((1-((R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)pyrrolidin-2-yl)methyl)-4-(1H-tetrazol-1-yl)benzenesulfonamide was prepared in a similar fashion to that described for the synthesis of EXAMPLE 13 starting from 5-41R)-2-(2-(aminomethyl)pyrrolidin-1-yl)-1-hydroxyethyl)-4-methylisobenzofuran-1(3H)-one hydrochloride [INTERMEDIATE 3] and commercially available 4-(1H-tetrazol-1-yl)benzene-1-sulfonyl chloride.
Sources & evidence
- ORD record
- ord-395b1bcaa2964239adf3aa2b14e7f6ca
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108947B2
Reaction notes
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