Hydrochloric Acid → HCID 57591100, compound

HRID 1784082Notes

Reaction equation

HRID 1784082 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.C([NH:26][CH2:27][CH2:28][NH2:29])(OC(C)(C)C)=O.Cl>>[NH2:26][CH2:27][CH2:28][NH:29][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 3

HCID 313Hydrochloric AcidHCID 187201N-BOC-ethylenediamineHCID 575910932-chloro-9-methoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one

Product 1

HCID 57591100HCID 57591100, compound

Procedure

The title compound was prepared from 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (4) and N-Boc-ethylenediamine as in Example 1 d, followed by treatment with HCl. 1H-NMR as mixture of two isomers (400 MHz, d6-DMSO) δ 9.25-8.40 (1H), 8.32 and 7.70 (d, 1H), 8.12 and 8.02 (br, 3H), 7.07-7.00 (m, 2H), 6.80 and 6.33 (s, 1H), 4.04 and 3.98 (t, 2H), 3.88 and 3.85 (s, 3H), 3.80 and 3.61 (q, 2H) and 3.08-2.94 (4H); MS (ESI) (M+H)+ 287. The spectrum acquired at 333K showed single isomers.

Sources & evidence

ORD record
ord-6580181d4669429b928a3ea281be0832
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

Loading…