HCID 13799196, compound → HCID 53827070, compound

HRID 1722257Notes

Reaction equation

HRID 1722257 reaction equation
[CH2:1]([O:3][CH2:4][CH:5]1[CH2:17][CH2:16][CH2:15][C:14]2[NH:13][C:12]3[CH:11]=[N:10][C:9]([C:18]([OH:20])=[O:19])=[C:8]([CH3:21])[C:7]=3[C:6]1=2)[CH3:2]>C(OC(N(C)C)N(C)C)(C)(C)C>[C:5]([O:19][C:18]([C:9]1[N:10]=[CH:11][C:12]2[NH:13][C:14]3[CH2:15][CH2:16][CH2:17][CH:5]([CH2:4][O:3][CH2:1][CH3:2])[C:6]=3[C:7]=2[C:8]=1[CH3:21])=[O:20])([CH3:17])([CH3:6])[CH3:4]

Participants

3

Reactant 1

HCID 13799196HCID 13799196, compound

Product 1

HCID 53827070HCID 53827070, compound

Reagents, catalysts & solvents 1

HCID 79885tert-Butoxy bis(dimethylamino)methaneSolvent

Procedure

0.35 g of 5,6,7,8-tetrahydro-5-ethoxymethyl-4-methylbeta-carboline-3-carboxylic acid is heated in tert-butoxybis(dimethylamino)methane (8 ml) in an argon atmosphere for 3 hours to 120° C. After evaporation of the volatile ingredients the residue is chromatographed on silica gel with a mixture of dichloromethane (8 parts), acetone (1 part) and ethanol (1 part). The yield is 0.2 g.

Workup

  1. customAfter evaporation of the volatile ingredients the residue
  2. customis chromatographed on silica gel with a mixture of dichloromethane (8 parts), acetone (1 part) and ethanol (1 part)

Sources & evidence

ORD record
ord-763101ae38404542bb3f6ebc1448c41c
Source dataset
uspto-grants-1989_08
Patent number
US04855295

Reaction notes

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