Water → HCID 86623952, compound

HRID 559178Notes

Reaction equation

HRID 559178 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:28](=[O:29])[N:27]([CH3:30])[C:11]3[N:12]([CH3:26])[C:13]4[C:18]([C:10]=3[CH:9]=2)=[CH:17][C:16]([C:19]2[S:20][CH:21]=[C:22]([CH2:24]Cl)[N:23]=2)=[CH:15][CH:14]=4)=[CH:4][CH:3]=1.[N-:31]=[N+:32]=[N-:33].[Na+].O>CS(C)=O>[N:31]([CH2:24][C:22]1[N:23]=[C:19]([C:16]2[CH:17]=[C:18]3[C:13](=[CH:14][CH:15]=2)[N:12]([CH3:26])[C:11]2[N:27]([CH3:30])[C:28](=[O:29])[C:8]([C:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=4)=[CH:9][C:10]3=2)[S:20][CH:21]=1)=[N+:32]=[N-:33]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 66997842HCID 66997842, compound

Product 1

HCID 86623952HCID 86623952, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
45 °C

Procedure

400 mg (0.8 mmol) of compound A, 3-(4-bromophenyl)-6-(4-chloromethylthiazol-2-yl)-1,9-dimethyl-1,9-dihydropyrido[2,3-b]indol-2-one, are dissolved in 10 ml of DMSO. 160 mg (2.4 mmol) of NaN3 are added. The mixture is heated at 45° C. overnight. The mixture is allowed to return to ambient temperature. The reaction medium is poured into water, and the precipitate is filtered off and washed with water. The product is taken up in ethanol and evaporated to dryness.

Workup

  1. customto return to ambient temperature
  2. filtrationthe precipitate is filtered off
  3. washwashed with water
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-318ce1f7d9764603a6f08b2fbed5aba2
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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