3-methyl-4-(1H-tetrazol-1-yl)benzene-1-sulfonyl chloride → HCID 71557030, compound

HRID 2281342Notes

Reaction equation

HRID 2281342 reaction equation
Cl.[C@H:2]12[CH2:8][C@H:5]([NH:6][CH2:7]1)[CH2:4][N:3]2[CH2:9][C@@H:10]([C:12]1[C:13]([CH3:22])=[C:14]2[C:18](=[CH:19][CH:20]=1)[C:17](=[O:21])[O:16][CH2:15]2)[OH:11].[CH3:23][C:24]1[CH:25]=[C:26]([S:35](Cl)(=[O:37])=[O:36])[CH:27]=[CH:28][C:29]=1[N:30]1[CH:34]=[N:33][N:32]=[N:31]1>>[OH:11][C@H:10]([C:12]1[C:13]([CH3:22])=[C:14]2[C:18](=[CH:19][CH:20]=1)[C:17](=[O:21])[O:16][CH2:15]2)[CH2:9][N:3]1[CH2:4][C@@H:5]2[CH2:8][C@H:2]1[CH2:7][N:6]2[S:35]([C:26]1[CH:27]=[CH:28][C:29]([N:30]2[CH:34]=[N:33][N:32]=[N:31]2)=[C:24]([CH3:23])[CH:25]=1)(=[O:37])=[O:36]

Participants

3

Reactant 2

HCID 433636823-methyl-4-(1H-tetrazol-1-yl)benzene-1-sulfonyl chlorideHCID 117642154HCID 117642154, compound2×

Product 1

HCID 71557030HCID 71557030, compound

Procedure

5-((R)-1-Hydroxy-2-((1S,4S)-5-(3-methyl-4-(1H-tetrazol-1-yl)phenylsulfonyl)-2,5-diazabicyclo[2.2.1]heptan-2-yl)ethyl)-4-methylisobenzofuran-1 (3H)-one was prepared in a similar fashion to that described for the synthesis of EXAMPLE 3 starting from 5-((R)-2-((1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl)-1-hydroxyethyl)-4-methylisobenzofuran-1 (3H)-one hydrochloride (INTERMEDIATE 14) and commercially available 3-methyl-4-(1H-tetrazol-1-yl)benzene-1-sulfonyl chloride.

Sources & evidence

ORD record
ord-eca4423e0b1f443fb9033ef85d77cfea
Source dataset
uspto-grants-2015_09
Patent number
US09139585B2

Reaction notes

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