O-ethylhydroxylamine hydrochloride → HCID 58190521, compound

HRID 1892352Notes

Reaction equation

HRID 1892352 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3[C:16]4=[N:17][C:18]([C:21](=O)[CH3:22])=[CH:19][N:20]=[C:15]4[N:14]=[N:13]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl.[CH2:25]([O:27][NH2:28])[CH3:26]>>[CH2:25]([O:27]/[N:28]=[C:21](/[C:18]1[N:17]=[C:16]2[N:12]([CH2:11][C:7]3[CH:6]=[C:5]4[C:10](=[CH:9][CH:8]=3)[N:1]=[CH:2][CH:3]=[CH:4]4)[N:13]=[N:14][C:15]2=[N:20][CH:19]=1)\[CH3:22])[CH3:26]

Participants

3

Reactant 2

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 593418021-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone

Product 1

HCID 58190521HCID 58190521, compoundYield 61%

Procedure

The title compound was prepared from 1-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone (22.4) and O-ethylhydroxylamine hydrochloride in 61% yield using the same procedure as described in the synthesis of example 22. 1H-NMR (400 MHz, DMSO-d6), δ ppm 9.31 (s, 1H), 8.89 (m, 1H), 8.35 (d, 1H), 8.01 (m, 2H), 7.82 (d, 1H), 7.53 (dd, 1H), 6.20 (s, 2H), 4.34 (q, 2H), 2.32 (s, 3H), 1.24 (t, 3H). LCMS (method B): [MH]+=348, tR=2.59 min.

Workup

  1. customas described in the synthesis of example 22

Sources & evidence

ORD record
ord-bf3f3effbb11499cba3240acc0462357
Source dataset
uspto-grants-2013_08
Patent number
US08507676B2

Reaction notes

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