Morpholine → 6-(3-Morpholin-4-yl-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one oxime, hydrochloride

HRID 1853317Notes

Reaction equation

HRID 1853317 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH2:18][CH2:19][CH2:20][Cl:21])[CH:15]=2)[O:10][C:9]([C:22]2[N:27]=[CH:26][N:25]3[CH:28]=[CH:29][CH:30]=[C:24]3[CH:23]=2)=[CH:8]1)(C)(C)C.[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>>[ClH:21].[N:31]1([CH2:20][CH2:19][CH2:18][O:17][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[O:10][C:9]([C:22]2[N:27]=[CH:26][N:25]4[CH:28]=[CH:29][CH:30]=[C:24]4[CH:23]=2)=[CH:8][C:7]3=[N:6][OH:5])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 866730816-(3-chloro-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime

Product 1

HCID 1317324776-(3-Morpholin-4-yl-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one oxime, hydrochloride

Procedure

6-(3-morpholin-4-yl-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one oxime, hydrochloride was prepared in 29% overall yield using the method described in example 87, starting from 6-(3-chloro-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime (example 101A) and morpholine.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-98ee774f95d24c5689a439209b91ce8c
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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