1-(3-Hydroxypropyl)-1,2,3-triazole → 4-Chloro-6-cyano-7-(3-(1,2,3-triazol-1-yl)propoxy)quinoline

HRID 2222418Notes

Reaction equation

HRID 2222418 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([OH:14])=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N:15]1([CH2:20][CH2:21][CH2:22]O)[CH:19]=[CH:18][N:17]=[N:16]1>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:22][CH2:21][CH2:20][N:15]3[CH:19]=[CH:18][N:17]=[N:16]3)=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 220309141-(3-Hydroxypropyl)-1,2,3-triazoleHCID 1355837304-Chloro-6-cyano-7-hydroxyquinoline

Product 1

HCID 691350514-Chloro-6-cyano-7-(3-(1,2,3-triazol-1-yl)propoxy)quinolineYield 86%

Procedure

Using an analogous procedure to that described for the preparation of the starting material in Example 15 (see note a) above), 4-chloro-6-cyano-7-hydroxyquinoline (300 mg, 1.46 mmol), (prepared as described for the starting material in Example 1), was reacted with 3-(1,2,3-triazol-1-yl)propan-1-ol (242 mg, 1.9 mmol) to give 4chloro-6-cyano-7-(3-(1,2,3-triazol-1-yl)propoxy)quinoline (349 mg, 86%).

Workup

  1. customthat described for the preparation of the starting material in Example 15 (
  2. custom(prepared

Sources & evidence

ORD record
ord-69cce6203143482998e19bfbeb056a81
Source dataset
uspto-grants-2008_05
Patent number
US07371765B2

Reaction notes

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