(4-Cyanophenyl)methanesulfonyl chloride → HCID 71565863, compound

HRID 515124Notes

Reaction equation

HRID 515124 reaction equation
Cl.[NH2:2][CH2:3][CH:4]1[CH2:7][N:6]([CH2:8][C@@H:9]([C:11]2[C:12]([CH3:21])=[C:13]3[C:17](=[CH:18][CH:19]=2)[C:16](=[O:20])[O:15][CH2:14]3)[OH:10])[CH2:5]1.[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][S:31](Cl)(=[O:33])=[O:32])=[CH:26][CH:25]=1)#[N:23]>>[C:22]([C:24]1[CH:25]=[CH:26][C:27]([CH2:30][S:31]([NH:2][CH2:3][CH:4]2[CH2:7][N:6]([CH2:8][C@H:9]([OH:10])[C:11]3[C:12]([CH3:21])=[C:13]4[C:17](=[CH:18][CH:19]=3)[C:16](=[O:20])[O:15][CH2:14]4)[CH2:5]2)(=[O:32])=[O:33])=[CH:28][CH:29]=1)#[N:23]

Participants

3

Reactant 2

HCID 15480555(4-Cyanophenyl)methanesulfonyl chlorideHCID 90410636HCID 90410636, compound2×

Product 1

HCID 71565863HCID 71565863, compound

Procedure

(R)-1-(4-Cyanophenyl)-N-((1-(2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)azetidin-3-yl)methyl)methanesulfonamide was prepared in a similar fashion to that described for the synthesis of EXAMPLE 14 starting from (R)-5-(2-(3-(aminomethyl)azetidin-1-yl)-1-hydroxyethyl)-4-methylisobenzofuran-1(3H)-one hydrochloride [INTERMEDIATE 12] and (4-cyanophenyl)methanesulfonyl chloride.

Sources & evidence

ORD record
ord-796b8e276c19414684cf9d7dead37323
Source dataset
uspto-grants-2015_08
Patent number
US09108947B2

Reaction notes

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