Phosphorus tribromide → 5-Bromomethyl-4-methoxymethyl-beta-carboline-3-carboxylic acid isopropyl ester

HRID 569084Notes

Reaction equation

HRID 569084 reaction equation
[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][O:21][CH3:22])=[C:16]([CH2:23]O)[CH:15]=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2].P(Br)(Br)[Br:26]>ClCCl>[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][O:21][CH3:22])=[C:16]([CH2:23][Br:26])[CH:15]=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 544935095-Hydroxymethyl-4-methoxymethyl-beta-carboline-3-carboxylic acid isopropyl ester

Product 1

HCID 541410505-Bromomethyl-4-methoxymethyl-beta-carboline-3-carboxylic acid isopropyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5-Hydroxymethyl-4-methoxymethyl-beta-carboline-3-carboxylic acid isopropyl ester (1.0 g) is dissolved in dichloromethane. A solution of 0.83 phosphorous tribromide in 10 ml of dichloromethane is added. After 20 hours the resulting precipitate is suctioned off. The yield is 1.0 g of yellow crystals with indeterminate melting point.

Sources & evidence

ORD record
ord-381d3afc609b406b97e31b20c8f19391
Source dataset
uspto-grants-1988_03
Patent number
US04731365

Reaction notes

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