Acetylene → HCID 14851849, compound

HRID 1032756Notes

Reaction equation

HRID 1032756 reaction equation
[F: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.[CH2:24]([N:27]1[C:35](=[O:36])[N:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]2=[N:28]1)[C:25]#[CH:26].C#C>O>[F: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:26]#[C:25][CH2:24][N:27]3[C:35](=[O:36])[N:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:29]4=[N:28]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

5

Reactant 3

HCID 6326AcetyleneHCID 14851835HCID 14851835, compoundHCID 14851942HCID 14851942, compound

Product 1

HCID 14851849HCID 14851849, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound was obtained as described in example 17 by coupling of 6-(2-fluorophenyl)-8-iodo-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine with 2-(2-propynyl)-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one. The product was purified by chromatography in the usual fashion and crystallized from ethyl acetate/ethanol. Recrystallization from ethanol gave light yellow crystals with m.p. 170°-173° C. They contained 0.66 molar amounts of water. The synthesis of the required acetylene is described in Example 27.

Workup

  1. customThis compound was obtained
  2. customThe product was purified by chromatography in the usual fashion
  3. customcrystallized from ethyl acetate/ethanol
  4. customRecrystallization from ethanol
  5. customgave light yellow crystals with m.p. 170°-173° C

Sources & evidence

ORD record
ord-1f1eef57658f408d90f2a3625f3f191e
Source dataset
uspto-grants-1990_09
Patent number
US04959361

Reaction notes

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