Trimethylsilylacetylene → 6-(2-Chlorophenyl)-1-methyl-8-[(trimethylsilyl)ethynyl]-4H[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

HRID 1032767Notes

Reaction equation

HRID 1032767 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16](I)[CH:17]=[CH:18][C:13]=2[N:12]2[C:20]([CH3:23])=[N:21][N:22]=[C:11]2[CH2:10][N:9]=1.[CH3:24][Si:25]([C:28]#[CH:29])([CH3:27])[CH3:26]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([C:29]#[C:28][Si:25]([CH3:27])([CH3:26])[CH3:24])[CH:17]=[CH:18][C:13]=2[N:12]2[C:20]([CH3:23])=[N:21][N:22]=[C:11]2[CH2:10][N:9]=1

Participants

3

Reactant 2

HCID 66111TrimethylsilylacetyleneHCID 148518946-(2-chlorophenyl)-8-iodo-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 148518986-(2-Chlorophenyl)-1-methyl-8-[(trimethylsilyl)ethynyl]-4H[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Procedure

This compound was similarly prepared by coupling of 6-(2-chlorophenyl)-8-iodo-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine with trimethylsilylacetylene as described in Example 56. The product was isolated by chromatography and was crystallized from ethyl acetate/ hexane to give colorless crystals of the title compound with m.p. 243°-245° C.

Workup

  1. customThe product was isolated by chromatography
  2. customwas crystallized from ethyl acetate/ hexane

Sources & evidence

ORD record
ord-b1a7373a54ec440b8b63bc29076aed11
Source dataset
uspto-grants-1990_09
Patent number
US04959361

Reaction notes

Loading…