5-(5h-Dibenzo[a,d]cyclohepten-5-yl)-2,4(1h,3h)-pyrimidinedione → 2-[[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-5-thiazolecarboxylic acid, ethyl ester

HRID 1275882Notes

Reaction equation

HRID 1275882 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([C:16]3[C:17](=[O:23])[NH:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH2:24]([O:26][C:27]([C:29]1[S:33][C:32]([CH2:34]Br)=[N:31][CH:30]=1)=[O:28])[CH3:25]>>[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([C:16]3[C:17](=[O:23])[NH:18][C:19](=[O:22])[N:20]([CH2:34][C:32]4[S:33][C:29]([C:27]([O:26][CH2:24][CH3:25])=[O:28])=[CH:30][N:31]=4)[CH:21]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 110986755-(5h-Dibenzo[a,d]cyclohepten-5-yl)-2,4(1h,3h)-pyrimidinedioneHCID 21840919Ethyl 2-(bromomethyl)thiazole-5-carboxylate

Product 1

HCID 867561232-[[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-5-thiazolecarboxylic acid, ethyl ester

Procedure

The subtitle compound was prepared from the product of example 1 step (iii) (1.0 g) and 2-(bromomethyl)-5-thiazolecarboxylic acid ethyl ester (0.9 g) according to the method of example 1 step (iv). The reaction mixture was evaporated to dryness under reduced pressure and the crude product was recrystallised from ethyl acetate/methanol. Yield 0.78 g.

Workup

  1. customThe reaction mixture was evaporated to dryness under reduced pressure
  2. customthe crude product was recrystallised from ethyl acetate/methanol

Sources & evidence

ORD record
ord-369729b795b0434c96bd236db274efc7
Source dataset
uspto-grants-2000_12
Patent number
US06162808

Reaction notes

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