1-(2-Chloroethyl)-4,4-difluoropiperidine hydrochloride → 6-[2-(4,4-Difluoro-piperidin-1-yl)-ethoxy]-2-pyrrolo[1,2-a]pyrazin-3-yl-chromen-4-one oxime, hydrochloride

HRID 1853339Notes

Reaction equation

HRID 1853339 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=2)[O:10][C:9]([C:18]2[N:19]=[CH:20][C:21]3[N:22]([CH:24]=[CH:25][CH:26]=3)[CH:23]=2)=[CH:8]1)(C)(C)C.Cl.[Cl:28][CH2:29][CH2:30][N:31]1[CH2:36][CH2:35][C:34]([F:38])([F:37])[CH2:33][CH2:32]1>>[ClH:28].[F:37][C:34]1([F:38])[CH2:35][CH2:36][N:31]([CH2:30][CH2:29][O:17][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[O:10][C:9]([C:18]2[N:19]=[CH:20][C:21]4[N:22]([CH:24]=[CH:25][CH:26]=4)[CH:23]=2)=[CH:8][C:7]3=[N:6][OH:5])[CH2:32][CH2:33]1

Participants

3

Reactant 2

HCID 179639181-(2-Chloroethyl)-4,4-difluoropiperidine hydrochlorideHCID 866730976-Hydroxy-2-pyrrolo[1,2-a]pyrazin-3-yl-chromen-4-one O-tert-butyl-oxime

Product 1

HCID 1317324906-[2-(4,4-Difluoro-piperidin-1-yl)-ethoxy]-2-pyrrolo[1,2-a]pyrazin-3-yl-chromen-4-one oxime, hydrochloride

Procedure

6-[2-(4,4-Difluoro-piperidin-1-yl)-ethoxy]-2-pyrrolo[1,2-a]pyrazin-3-yl-chromen-4-one oxime, hydrochloride was prepared in 50% overall yield using the method described in example 123, starting from 6-Hydroxy-2-pyrrolo[1,2-a]pyrazin-3-yl-chromen-4-one O-tert-butyl-oxime (example 123B) and 1-(2-Chloro-ethyl)-4,4-difluoro-piperidine hydrochloride.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-08e7b0e9fa0d4fec9430ca5551a4a2e1
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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