Hydrogen Bromide → HCID 22125168, compound

HRID 1858271Notes

Reaction equation

HRID 1858271 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([N:10]2[C:15]3=[N:16][C:17]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([O:27]C)=[CH:23][CH:22]=4)=[N:18][CH:19]=[C:14]3[CH2:13][N:12]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Br:35])[C:11]2=[O:36])[CH:7]=[CH:8][CH:9]=1.Br>>[BrH:35].[NH2:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([N:10]2[C:15]3=[N:16][C:17]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=4)=[N:18][CH:19]=[C:14]3[CH2:13][N:12]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Br:35])[C:11]2=[O:36])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 22125005HCID 22125005, compound

Product 1

HCID 22125168HCID 22125168, compoundYield 142.5%

Conditions

Temperature
150 °C

Procedure

25 mg of 1-[3-(2-aminoethyl)phenyl]-3-(2-bromophenyl)-7-(4-methoxyanilino)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (prepared in Example 59) was treated with 2 ml of 40% aqueous hydrobromic acid and the mixture heated at 150° C. for 2 hours. The mixture was cooled and evaporated. The residue was triturated with hexane to afford 20 mg (80%) of 1-[3-(2-aminoethyl)phenyl]-3-(2-bromophenyl)-7-(4-hydroxyanilino)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one hydrobromide as a white solid of melting point 210° C. (decomposition).

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated
  3. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-fad29b200f544aab8a22ed2ded475165
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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