1-Methyluracil → (+/-)-5-(7-Chloro-1-(2-hydroxyethyl)-2-methyl-4h-benzo[5,6]cyclohepta-[1,2-d]imidazol-4-yl)-1-methyl-2,4(1h,3h)-pyrimidinedione

HRID 324511Notes

Reaction equation

HRID 324511 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:18](O)[C:10]3[N:11]=[C:12]([CH3:17])[N:13]([CH2:14][CH2:15][OH:16])[C:9]=3[CH:8]=[CH:7][C:6]=2[CH:20]=1.[CH3:21][N:22]1[CH:29]=[CH:28][C:26](=[O:27])[NH:25][C:23]1=[O:24]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:18]([C:28]3[C:26](=[O:27])[NH:25][C:23](=[O:24])[N:22]([CH3:21])[CH:29]=3)[C:10]3[N:11]=[C:12]([CH3:17])[N:13]([CH2:14][CH2:15][OH:16])[C:9]=3[CH:8]=[CH:7][C:6]=2[CH:20]=1

Participants

3

Reactant 2

HCID 120091-MethyluracilHCID 22003582(+/-)-7-Chloro-1-(2-hydroxyethyl)-2-methyl-4h-benzo[5,6]cyclohepta[1,2-d]imidazol-4-ol

Product 1

HCID 22003662(+/-)-5-(7-Chloro-1-(2-hydroxyethyl)-2-methyl-4h-benzo[5,6]cyclohepta-[1,2-d]imidazol-4-yl)-1-methyl-2,4(1h,3h)-pyrimidinedione

Procedure

The subtitle compound was prepared from the product from step (ii) (1.85 g) and 1-methyluracil (0.4 g) according to the method of example 42 step (iv). Purification was by biotage chromatography on silica eluting with 5% methanol in dichloromethane with 1% 0.880 ammonia present.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-df551c760b614135aa42c1b5a6e35bde
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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