Ammonia → HCID 67994528, compound

HRID 2361388Notes

Reaction equation

HRID 2361388 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[C:18]=4[CH3:24])=[N:15][N:14]=[C:13]([C:25]([O:27]C)=O)[C:9]=3[NH:10][C:11]=2[CH:12]=1)(=[O:3])[CH3:2].[NH3:29].CO>>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[C:18]=4[CH3:24])=[N:15][N:14]=[C:13]([C:25]([NH2:29])=[O:27])[C:9]=3[NH:10][C:11]=2[CH:12]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 67995133HCID 67995133, compound

Product 1

HCID 67994528HCID 67994528, compound

Conditions

Temperature
100 °C

Procedure

A mixture of methyl 7-acetyl-1-(3-amino-2-methylphenyl)-5H-pyridazino[4,5-b]indole-4-carboxylate (0.520 g, 1.389 mmol) and ammonia in methanol (30 ml, 210 mmol) was heated in a sealed bottle at 100° C. for 2 hr. Removal of the volatiles under vacuum gave a crude product (0.501 g) as a tan solid. This crude was 82% pure, but was used in the next step without further purification.

Workup

  1. customRemoval of the volatiles under vacuum

Sources & evidence

ORD record
ord-0012ee08095d4a22b4ea76635e5c767d
Source dataset
uspto-grants-2014_04
Patent number
US08685969B2

Reaction notes

Loading…