Sodium Bicarbonate → 4,6-Dihydropyrrolo[4,3,2-de]-s-triazolo[3,4-a]isoquinoline

HRID 1284035Notes

Reaction equation

[NH:1]([C:3]1[C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[NH:13][CH:14]=[C:6]([C:7]=23)[CH2:5][N:4]=1)[NH2:2].[C:15](=O)(O)[O-].[Na+]>C(O)=O>[CH:11]1[C:12]2[C:3]3=[N:1][N:2]=[CH:15][N:4]3[CH2:5][C:6]3=[CH:14][NH:13][C:8]([C:7]=23)=[CH:9][CH:10]=1

Participants

Conditions

Temperature: 100 °C

Procedure

5-Hydrazino-1,3-dihydropyrrolo[4,3,2-de]isoquinoline hydrofluoroborate (300 mg), described in Example 8, in formic acid (98%, 4 ml) is heated at 100°C for 2 hours. The mixture is then poured into a saturated sodium bicarbonate solution. The precipitate is collected to give the title compound, mp 248° - 249°C, nmr (DMSO-d6) δ 5.65 (2H), 7.3 (4H), 8.5 (1H), 11.3 (1H).

Workup

customThe precipitate is collected

Sources & evidence

ORD record: ord-52cec3e5abbf4ad4ba2f96e665ba2620
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03978066

Reaction notes

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