(Azetidin-3-yl)methanol hydrochloride → N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-(hydroxymethyl)azetidin-1-yl)-5-iodonicotinamide

HRID 525772Notes

Reaction equation

HRID 525772 reaction equation
Cl[C:2]1[C:21]([I:22])=[CH:20][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([Cl:19])([F:18])[F:17])=[CH:11][CH:10]=2)=[O:7])=[CH:4][N:3]=1.Cl.[NH:24]1[CH2:27][CH:26]([CH2:28][OH:29])[CH2:25]1>>[Cl:19][C:16]([F:18])([F:17])[O:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:20]=[C:21]([I:22])[C:2]([N:24]3[CH2:27][CH:26]([CH2:28][OH:29])[CH2:25]3)=[N:3][CH:4]=2)=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 24801400(Azetidin-3-yl)methanol hydrochlorideHCID 867026266-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide

Product 1

HCID 89906278N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-(hydroxymethyl)azetidin-1-yl)-5-iodonicotinamide

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 88.1 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide (Stage 48.3) and 3-azetidinemethanol hydrochloride to afford a beige solid. HPLC (Condition 7) tR=6.5 min, UPLC-MS (Condition 8) tR=1.1 min, m/z=510.0/512.0 [M+H]+.

Workup

  1. customto afford a beige solid

Sources & evidence

ORD record
ord-000a6122ee4549afa56c3d5199da1dbd
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

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