4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine → HCID 14851872, compound

HRID 1032764Notes

Reaction equation

HRID 1032764 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.[CH2:23]([N:27]1[C:36](=[O:37])[C:35]2[CH:38]=[CH:39][CH:40]=[C:33]3[C:34]=2[C:29](=[CH:30][CH:31]=[CH:32]3)[C:28]1=[O:41])[CH2:24][C:25]#[CH: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:26]#[C:25][CH2:24][CH2:23][N:27]3[C:36](=[O:37])[C:35]4[CH:38]=[CH:39][CH:40]=[C:33]5[C:34]=4[C:29](=[CH:30][CH:31]=[CH:32]5)[C:28]3=[O:41])[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

3

Reactant 2

HCID 148519244-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepineHCID 14851943HCID 14851943, compound

Product 1

HCID 14851872HCID 14851872, compound

Procedure

Coupling of 4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4] triazolo[4,3-a][1,4]diazepine with 2-(3-butyn-1-yl)-1H-benz[de]isoquinoline-1,3(2H)-dione as described in Example 37 yielded after chromatography and crystallization from ethyl acetate light yellow crystals of the title compound with m.p. 175°-179° C. A higher melting crystalline modification with m.p. 227°-229° C. was also observed.

Workup

  1. customyielded
  2. customafter chromatography and crystallization from ethyl acetate light yellow crystals of the title compound with m.p. 175°-179° C

Sources & evidence

ORD record
ord-c35f80c58937418796aeca4404cbfec1
Source dataset
uspto-grants-1990_09
Patent number
US04959361

Reaction notes

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