Dimethylformamide → HCID 69083896, compound

HRID 2206292Notes

Reaction equation

HRID 2206292 reaction equation
[NH2:1][C:2]1O[C:4]2[C:9]([CH:10]([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([Br:24])[CH:15]=3)[C:11]=1C#N)=[CH:8][C:7]1[CH:25]=[CH:26][CH:27]=[CH:28][C:6]=1[CH:5]=2.CI.C(=O)([O-])[O-].[K+].[K+].[CH3:37][N:38]([CH3:41])[CH:39]=[O:40]>>[CH3:37][N:38]([CH3:41])[C:39]1[O:40][C:4]2[C:9]([CH:10]([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([Br:24])[CH:15]=3)[C:11]=1[C:2]#[N:1])=[CH:8][C:7]1[CH:25]=[CH:26][CH:27]=[CH:28][C:6]=1[CH:5]=2

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 69082350HCID 69082350, compound

Product 1

HCID 69083896HCID 69083896, compound

Procedure

2-Amino-4-(3-bromo-4,5-dimethoxy-phenyl)-4H-benzo[g]chromene-3-carbonitrile (30) (24 mg) was taken in 1 ml dry DMF (dimethylformamide) and then charged with methyl iodide (30 μl) and potassium carbonate (30 mg) at room temperature. The reaction was completed after 20 h stirring at room temperature. The title compound was purified on HPLC (21 mm×250 mm, RP18, 5 mm) with a Methanol/water gradient (5% MeOH to MeOH in 25 min, flow 21 ml/min) to yield pale yellowish solids (18 mg).

Workup

  1. customThe title compound was purified on HPLC (21 mm×250 mm, RP18, 5 mm) with a Methanol/water gradient (5% MeOH to MeOH in 25 min, flow 21 ml/min)

Sources & evidence

ORD record
ord-d0a5574c4d884af6a49e87c958ad2f84
Source dataset
uspto-grants-2016_06
Patent number
US09371333B2

Reaction notes

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