Water → HCID 19755383, compound

HRID 1588434Notes

Reaction equation

HRID 1588434 reaction equation
[CH2:1]([C:4]1[C:16]([OH:17])=[CH:15][CH:14]=[C:13]2[C:5]=1[C:6]1[CH2:7][CH2:8][CH2:9][CH:10]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:11]=1[NH:12]2)[CH:2]=[CH2:3].Cl.Cl[CH2:26][C:27]1[CH:36]=[CH:35][C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[N:28]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH2:1]([C:4]1[C:16]([O:17][CH2:26][C:27]2[CH:36]=[CH:35][C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]=2)=[CH:15][CH:14]=[C:13]2[C:5]=1[C:6]1[CH2:7][CH2:8][CH2:9][CH:10]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:11]=1[NH:12]2)[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 30838232-(Chloromethyl)quinoline hydrochlorideHCID 19755403HCID 19755403, compound

Product 1

HCID 19755383HCID 19755383, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound from Step 4 (400 mg) is dissolved in 3.0 ml of DMF and 400 mg of 2-(chloromethyl)quinoline hydrochloride is added, followed by 275 mg of K2CO3. The reaction is stirred for 48 hours, 3.0 ml of H2O is added and the product extracted into Et2O. After washing with brine, the organic phase is dried and evaporated to yield ethyl 5-allyl-6-(quinolin-2-ylmethoxy)-1,2,3,4-tetrahydrocarbazol-1-ylacetate.

Workup

  1. extractionthe product extracted into Et2O
  2. washAfter washing with brine
  3. customthe organic phase is dried
  4. customevaporated

Sources & evidence

ORD record
ord-ddfc569e8c98448c96e2de0fe011118d
Source dataset
uspto-grants-1993_06
Patent number
US05221678

Reaction notes

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