2-Chloroquinoxaline → 2-(3-{[5-(2-Fluorophenyl)-2-methyl-1,3-thiazol-4-yl]carbonyl}-3,6-diazabicyclo[3.2.0]hept-6-yl)quinoxaline

HRID 1193153Notes

Reaction equation

HRID 1193153 reaction equation
C12N([C:9]3[CH:18]=[N:17][C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[N:10]=3)CC1CCNC2.[CH:19]12[CH2:25][NH:24][CH:23]1[CH2:22][N:21]([C:26]([C:28]1[N:29]=[C:30]([CH3:40])[S:31][C:32]=1[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[F:39])=[O:27])[CH2:20]2.ClC1C=NC2C(=CC=CC=2)N=1>>[F:39][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=1[C:32]1[S:31][C:30]([CH3:40])=[N:29][C:28]=1[C:26]([N:21]1[CH2:22][CH:23]2[CH:19]([CH2:25][N:24]2[C:9]2[CH:18]=[N:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)[CH2:20]1)=[O:27]

Participants

4

Reactant 3

HCID 2389382-ChloroquinoxalineHCID 671166512-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-quinoxalineHCID 67116850HCID 67116850, compound

Product 1

HCID 529191762-(3-{[5-(2-Fluorophenyl)-2-methyl-1,3-thiazol-4-yl]carbonyl}-3,6-diazabicyclo[3.2.0]hept-6-yl)quinoxaline

Procedure

The compound was prepared in a manner analogous to Intermediate 2, Step A, using Intermediate 21 and 2-chloro-quinoxaline as staring materials. (ESI) mass calcd. for C24H20FN5OS, 445.52; m/z found, 446.3 [M+H]+.

Sources & evidence

ORD record
ord-ee5c6f8f73ca469c8e0ca54d4af2e281
Source dataset
uspto-grants-2014_03
Patent number
US08680275B2

Reaction notes

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