Methanesulfonyl chloride → 2-((2-Chloro-5-cyano-3-(1-(1-(methylsulfonyl)azetidin-3-yl)piperidin-4-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

HRID 921701Notes

Reaction equation

HRID 921701 reaction equation
[NH:1]1[CH2:4][CH:3]([N:5]2[CH2:10][CH2:9][CH:8]([C:11]3[C:12]([Cl:35])=[C:13]([NH:19][C:20]4[N:25]=[C:24]([NH:26][CH:27]5[CH2:29][CH2:28]5)[C:23]5=[N:30][CH:31]=[C:32]([C:33]#[N:34])[N:22]5[N:21]=4)[CH:14]=[C:15]([C:17]#[N:18])[CH:16]=3)[CH2:7][CH2:6]2)[CH2:2]1.[CH3:36][S:37](Cl)(=[O:39])=[O:38]>>[Cl:35][C:12]1[C:11]([CH:8]2[CH2:7][CH2:6][N:5]([CH:3]3[CH2:2][N:1]([S:37]([CH3:36])(=[O:39])=[O:38])[CH2:4]3)[CH2:10][CH2:9]2)=[CH:16][C:15]([C:17]#[N:18])=[CH:14][C:13]=1[NH:19][C:20]1[N:25]=[C:24]([NH:26][CH:27]2[CH2:28][CH2:29]2)[C:23]2=[N:30][CH:31]=[C:32]([C:33]#[N:34])[N:22]2[N:21]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 86708575HCID 86708575, compound

Product 1

HCID 867085772-((2-Chloro-5-cyano-3-(1-(1-(methylsulfonyl)azetidin-3-yl)piperidin-4-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

Procedure

The title compound was prepared from 2-((3-(1-(azetidin-3-yl)piperidin-4-yl)-2-chloro-5-cyanophenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (Example 318) and methanesulfonyl chloride using a method analogous to that used to prepare Example 319 HPLC Rt 3.020 min

Workup

  1. customto prepare Example 319 HPLC Rt 3.020 min

Sources & evidence

ORD record
ord-972c8ed2f41b4b51b386b7d74e78e5d8
Source dataset
uspto-grants-2016_03
Patent number
US09273057B2

Reaction notes

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