Ethanolamine → 2-(2-Hydroxy-ethylamino)-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one

HRID 1784085Notes

Reaction equation

HRID 1784085 reaction equation
Cl[C:2]1[CH:17]=[C:6]2[C:7]3[C:12]([CH2:13][CH2:14][N:5]2[C:4](=[O:18])[N:3]=1)=[CH:11][C:10]([O:15][CH3:16])=[CH:9][CH:8]=3.[OH:19][CH2:20][CH2:21][NH2:22]>O>[OH:19][CH2:20][CH2:21][NH:22][C:2]1[CH:17]=[C:6]2[C:7]3[C:12]([CH2:13][CH2:14][N:5]2[C:4](=[O:18])[N:3]=1)=[CH:11][C:10]([O:15][CH3:16])=[CH:9][CH:8]=3

Participants

4

Reactant 2

HCID 700EthanolamineHCID 575910932-chloro-9-methoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one

Product 1

HCID 113006702-(2-Hydroxy-ethylamino)-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared from 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (4) and 2-hydroxy-ethylamine as in Example 1 d. 1H-NMR (400 MHz, d6-DMSO) δ 7.62 (d 1H), 7.54 (t, 1H), 7.00-6.93 (2H), 6.17 (s, 1H), 4.85 (t, 1H), 3.91 (t, 2H), 3.82 (s, 3H) 3.50 (q, 2H), 2.91 (t, 2H) and 2H were overlapped with H2O; MS (ESI) (M+H)+ 288.

Sources & evidence

ORD record
ord-39bcad5e35974ea09b9fa16f04031455
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

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