Dichloromethane → HCID 178438385, compound

HRID 893378Notes

Reaction equation

HRID 893378 reaction equation
C[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]4[N:31](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[N:30]=[N:29][N:28]=4)=[CH:17][CH:16]=3)[C:9]([CH2:11][CH2:12][CH3:13])=[CH:10][C:3]=12.C(Cl)Cl>CO.Cl.[NH4+].[OH-]>[CH2:11]([C:9]1[N:8]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:31][N:30]=[N:29][N:28]=3)=[CH:19][CH:20]=2)[C:4]2=[N:5][CH:6]=[CH:7][CH:2]=[C:3]2[CH:10]=1)[CH2:12][CH3:13]

Participants

6

Reactant 2

HCID 6344DichloromethaneHCID 19892211HCID 19892211, compound

Product 1

HCID 178438385HCID 178438385, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 14923Ammonium HydroxideCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 4-methyl-2-propyl-1-[[2'-(1-triphenylmethyl-1H-tetrazol-5-yl)[1,1']-biphenyl-4-yl]methyl]-1H-pyrrolo[2,3-b]pyridine (68 mg, 0.11 mmol) in 30 mL of 2:1 MeOH--CH2Cl2 at rt was added 2 drops of conc HCl. After 30 min 3 drops of conc NH4OH were added. Concentration and purification by flash chromatography (SiO2, 25% EtOAc/hexanes) gave 2-propyl-1-[[2'-(1H-tetrazol-5-yl)-[1,1']-biphenyl-4-yl]methyl]-1H-pyrrolo[2,3-b]-pyridine as a solid. FAB MS M+ +1=395.

Workup

  1. concentrationConcentration and purification by flash chromatography (SiO2, 25% EtOAc/hexanes)

Sources & evidence

ORD record
ord-a47f193ebe7440f79dde3619ac3f50aa
Source dataset
uspto-grants-1992_06
Patent number
US05124335

Reaction notes

Loading…