Dimethylformamide → HCID 18679875, compound

HRID 1857542Notes

Reaction equation

HRID 1857542 reaction equation
Br[CH:2]([Br:8])[CH2:3][CH2:4][CH2:5]CC.[NH:9]1[C:17]2C(=C[CH:14]=[CH:15][CH:16]=2)C=[CH:10]1.[Na].CN(C=[O:23])C>>[Br:8][CH2:2][CH2:3][CH2:4][C:5]([N:9]([CH2:17][CH2:16][CH2:15][CH3:14])[CH3:10])=[O:23]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 118068541,1-DibromohexaneHCID 67483508HCID 67483508, compound

Product 1

HCID 18679875HCID 18679875, compound

Procedure

Synthesis is performed basically analogously to 5., but with the following changes: the dibromohexane that is used in 4× excess is dissolved in a second reaction flask also while being exposed to nitrogen gassing and while being stirred in an ice bath, and then the indole-sodium salt that is dissolved in DMF is allowed to quickly flow in. The mixture is stirred for two hours at room temperature and then worked up as described under item 5.

Workup

  1. customSynthesis
  2. dissolutionexcess is dissolved in a second reaction flask also
  3. stirringThe mixture is stirred for two hours at room temperature

Sources & evidence

ORD record
ord-95ef176367824216bf84f2117c7788e3
Source dataset
uspto-grants-2000_11
Patent number
US06147105

Reaction notes

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