(Prop-2-ynyloxy)benzene → 6-(2-Chlorophenyl)-1-methyl-8-(3-phenoxy-1-propynyl)-4H-[1,2,4]triazolo [4,3-a][1,4]benzodiazepine

HRID 1032759Notes

Reaction equation

HRID 1032759 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.[O:24]([CH2:31][C:32]#[CH:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[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:33]#[C:32][CH2:31][O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[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 83613(Prop-2-ynyloxy)benzeneHCID 148518946-(2-chlorophenyl)-8-iodo-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 148518576-(2-Chlorophenyl)-1-methyl-8-(3-phenoxy-1-propynyl)-4H-[1,2,4]triazolo [4,3-a][1,4]benzodiazepine

Procedure

This compound was obtained by coupling 6-(2-chlorophenyl)-8-iodo-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine with 1-phenoxy-2-propyne as described in example 1. Chromatographic isolation and crystallization from ethyl acetate gave colorless crystals with m.p. 160°-162° C.

Workup

  1. customThis compound was obtained
  2. customChromatographic isolation and crystallization from ethyl acetate
  3. customgave colorless crystals with m.p. 160°-162° C.

Sources & evidence

ORD record
ord-5ca170243ac5446da0246f79c4db3920
Source dataset
uspto-grants-1990_09
Patent number
US04959361

Reaction notes

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