Ethanol → HCID 12434322, compound

HRID 1032781Notes

Reaction equation

HRID 1032781 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)[S:17][C:13]=2[N:12]2[C:19]([CH3:22])=[N:20][N:21]=[C:11]2[CH2:10][N:9]=1.FC1C=CC2N(CC#C)C(=O)COC=2C=1.C(O)C>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][S:17][C:13]=2[N:12]2[C:19]([CH3:22])=[N:20][N:21]=[C:11]2[CH2:10][N:9]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 148519244-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepineHCID 148519597‐Fluoro‐4‐(prop‐2‐yn‐1‐yl)‐3,4‐dihydro‐2H‐1,4‐ benzoxazin‐3‐one

Product 1

HCID 12434322HCID 12434322, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by reacting 4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine with 7-fluoro-4-(2-propynyl)-2H-1,4-benzoxazin-3(4H)-one under the conditions used in Example 37. The product was isolated by chromatography over the 50 fold amount of silica gel using 4 % (v/v) of ethanol in methylene chloride. The good fractions were combined and evaporated and the residue was crystallized from ethyl acetate to give colorless crystals of 4-{3-[4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin.2.2-propynyl}-7-fluoro-2H-1,4-benzoxazin-3(4H)-one with m.p. 215°-217°.

Workup

  1. customevaporated
  2. customthe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-1174a79f33034eef98c9e2f2f6472969
Source dataset
uspto-grants-1990_09
Patent number
US04959361

Reaction notes

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