5-(benzyloxy)pyridazin-3(2H)-one → HCID 67007394, compound

HRID 564210Notes

Reaction equation

HRID 564210 reaction equation
C(OC1C=CN(CC(C2C=CC(CO)=CC=2)=O)C(=O)C=1)C1C=CC=CC=1.[CH2:27]([O:34][C:35]1[CH:40]=[N:39][NH:38][C:37](=[O:41])[CH:36]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.Cl[CH2:43][C:44]([C:46]1[S:54][CH:53]2[CH:48]([CH2:49][N:50]([CH2:55][C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=3[Cl:62])[CH2:51][CH2:52]2)[CH:47]=1)=[O:45]>>[CH2:27]([O:34][C:35]1[CH:40]=[N:39][N:38]([CH2:43][C:44]([C:46]2[S:54][C:53]3[CH2:52][CH2:51][N:50]([CH2:55][C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=4[Cl:62])[CH2:49][C:48]=3[CH:47]=2)=[O:45])[C:37](=[O:41])[CH:36]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 3

HCID 598221075-(benzyloxy)pyridazin-3(2H)-oneHCID 670068424-Benzyloxy-1-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-oneHCID 86623687HCID 86623687, compound

Product 1

HCID 67007394HCID 67007394, compound

Procedure

5-Benzyloxy-2-{2-[5-(2-chloro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-2-yl]-2-oxo-ethyl}-2H-pyridazin-3-one is prepared following preparation 15b (in DMSO as solvent; purification via reversed HPLC chromatography) from 500 mg (2.47 mmol) 5-benzyloxy-2H-pyridazin-3-one (preparation 5c) and 1.03 g (2.72 mmol) 2-chloro-1-[5-(2-chloro-benzyl)-3a,4,5,6,7,7a-hexahydro-thieno[3,2-c]pyridin-2-yl]-ethanone (preparation 24).

Sources & evidence

ORD record
ord-387dfb58cbc94e5ea5c7503131c99308
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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