6-benzyloxy-3H-pyrimidin-4-one → 6-Benzyloxy-3-{2-oxo-2-[2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-ethyl}-3H-pyrimidin-4-one

HRID 564211Notes

Reaction equation

HRID 564211 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[N:40]=[CH: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[CH:55]=[C:54]2[C:49]([CH2:50][CH2:51][N:52]([C:56](=[O:61])[C:57]([F:60])([F:59])[F:58])[CH2:53]2)=[CH:48][CH:47]=1)=[O:45]>C(#N)C>[CH2:27]([O:34][C:35]1[N:40]=[CH:39][N:38]([CH2:43][C:44](=[O:45])[C:46]2[CH:55]=[C:54]3[C:49]([CH2:50][CH2:51][N:52]([C:56](=[O:61])[C:57]([F:60])([F:58])[F:59])[CH2:53]3)=[CH:48][CH:47]=2)[C:37](=[O:41])[CH:36]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 210901216-benzyloxy-3H-pyrimidin-4-oneHCID 670068424-Benzyloxy-1-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-oneHCID 866236881-[7-(2-chloro-acetyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoro-ethanone

Product 1

HCID 866236956-Benzyloxy-3-{2-oxo-2-[2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-ethyl}-3H-pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6-Benzyloxy-3-{2-oxo-2-[2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-ethyl}-3H-pyrimidin-4-one is prepared following preparation 15b from 850 mg (4.20 mmol) 6-benzyloxy-3H-pyrimidin-4-one and 1.35 g (4.41 mmol) 1-[7-(2-chloro-acetyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoro-ethanone in acetonitrile as solvent (purification via reversed HPLC chromatography).

Workup

  1. custom(purification via reversed HPLC chromatography)

Sources & evidence

ORD record
ord-2baa45ae71874e4eb0e4c95071c97ed8
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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