4-Pyridinepropanol → 6-(3-Pyridin-4-yl-propoxy)-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one oxime, hydrochloride

HRID 1853348Notes

Reaction equation

HRID 1853348 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:23]=[CH:22][C:21]3[CH:24]=[CH:25][S:26][C:20]=3[CH:19]=2)=[CH:8]1)(C)(C)C.Cl.[Cl:28][CH2:29][CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1.N1C=CC(CCCO)=CC=1>>[ClH:28].[N:35]1[CH:36]=[CH:37][C:32]([CH2:31][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:23]=[CH:22][C:21]4[CH:24]=[CH:25][S:26][C:20]=4[CH:19]=2)=[CH:8][C:7]3=[N:6][OH:5])=[CH:33][CH:34]=1

Participants

4

Reactant 3

HCID 729234-PyridinepropanolHCID 205441Pyridine, 4-(3-chloropropyl)-, hydrochlorideHCID 866731016-Hydroxy-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one O-tert-butyl-oxime

Product 1

HCID 1371875876-(3-Pyridin-4-yl-propoxy)-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one oxime, hydrochloride

Procedure

6-(3-Pyridin-4-yl-propoxy)-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one oxime, hydrochloride was prepared in 7% overall yield using the method described in example 127, starting from 6-hydroxy-2-thieno[3,2-c]pyridin-6-yl-chromen-4-one O-tert-butyl oxime (example 127A) and 4-(3-Chloro-propyl)-pyridine hydrochloride, prepared from 4-pyridine propanol (U.S. Pat. No. 6,362,336).

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-c521c6d6562242c3ac8d3026b1457bfe
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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