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

HRID 1853368Notes

Reaction equation

HRID 1853368 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)[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.[C:31]1([OH:37])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[O:37]([CH2:20][CH2:19][CH2:18][O:17][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[O:10][C:9]([C:22]1[N:27]=[CH:26][N:25]3[CH:28]=[CH:29][CH:30]=[C:24]3[CH:23]=1)=[CH:8][C:7]2=[N:6][OH:5])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 866730816-(3-chloro-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime

Product 1

HCID 759642606-(3-Phenoxy-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one oxime

Procedure

6-(3-Phenoxy-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one oxime was prepared in 24% overall yield using the method described in example 161, starting from 6-(3-chloro-propoxy)-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl oxime (example 101A) and phenol.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-c7192f1630da4e449c958cbb1db20eb0
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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