HCID 57591094, compound → HCID 57591096, compound

HRID 1784092Notes

Reaction equation

NC1C=C([NH:8][C:9]2[CH:24]=[C:13]3[C:14]4[C:19]([CH2:20][CH2:21][N:12]3[C:11](=[O:25])[N:10]=2)=[CH:18][C:17]([O:22][CH3:23])=[CH:16][CH:15]=4)C=CC=1>N.CCO>[NH2:8][C:9]1[CH:24]=[C:13]2[C:14]3[C:19]([CH2:20][CH2:21][N:12]2[C:11](=[O:25])[N:10]=1)=[CH:18][C:17]([O:22][CH3:23])=[CH:16][CH:15]=3

Participants

Conditions

Temperature: 120 °C

Procedure

To a suspension of 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (6) (919 mg, 3.5 mmol) in NH3/EtOH (7 mL) was stirred in an autoclave at 120° C. overnight. After cooling, the precipitate was filtered and washed with MeOH to give the title compound (898.3 mg, quant.). 1H-NMR (400 MHz, d6-DMSO) δ 7.99 (b, 1H), 7.71 (d, 1H), 7.44 (b, 1H), 7.01 (dd, 1H), 7.00 (s, 1H), 6.22 (s, 1H), 3.95 (t, 2H), 3.85 (s, 3H) and 2.97 (t, 2H); MS (ESI) (M+H)+ 243.

Workup

temperatureAfter cooling
filtrationthe precipitate was filtered
washwashed with MeOH

Sources & evidence

ORD record: ord-491a7ba3f81e432ebb1e348bdfdb572c
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501512B2

Reaction notes

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