2-Chloroquinoline → HCID 117728336, compound

HRID 1772619Notes

Reaction equation

HRID 1772619 reaction equation
[Br:1][C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][OH:12])[N:10]=[C:6]2[C:5]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[N:4][CH:3]=1.Cl[C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:21]=1>>[Br:1][C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][O:12][C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)[N:10]=[C:6]2[C:5]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 119282-ChloroquinolineHCID 117727888(5-Bromo-8-morpholinoimidazo[1,2-a]pyrazin-2-yl)methanol

Product 1

HCID 117728336HCID 117728336, compoundYield 75%

Procedure

Compound 1e (10.0 g, 30.4 mmol) was treated with 2-chloroquinoline using the reaction conditions described in Example 1, Step I to obtain compound 15a as a white solid (10.4 g, 75% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C20H18BrN5O2: 440.1 (M+H). found: 440.3.

Workup

  1. customthe reaction conditions

Sources & evidence

ORD record
ord-c4b96c18bda6461fb4f864c2255b1915
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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