Hydrochloric Acid → HCID 22125178, compound

HRID 1858278Notes

Reaction equation

HRID 1858278 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:17][C:16]2[C:11](=[N:12][C:13](S(C)(=O)=O)=[N:14][CH:15]=2)[N:10]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][N:29]3[C:33](=[O:34])[C:32]4=[CH:35][CH:36]=[CH:37][CH:38]=[C:31]4[C:30]3=[O:39])[CH:23]=2)[C:9]1=[O:40].[NH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1.Cl>C(OCC)(=O)C>[NH:41]([C:13]1[N:12]=[C:11]2[N:10]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][N:29]4[C:33](=[O:34])[C:32]5=[CH:35][CH:36]=[CH:37][CH:38]=[C:31]5[C:30]4=[O:39])[CH:23]=3)[C:9](=[O:40])[N:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Br:1])[CH2:17][C:16]2=[CH:15][N:14]=1)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 22125113HCID 22125113, compound

Product 1

HCID 22125178HCID 22125178, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
180 °C

Procedure

270 mg (0.44 mmol) of 3-(2-bromophenyl)-3,4-dihydro-7-(methanesulfonyl)-1-[3-(phthalimidomethyl)phenyl]pyrimido[4,5-d]pyrimidin-2(1H)-one was treated with 3 ml of aniline and the mixture heated to 180° C. for 20 minutes and cooled. 20 ml of ethyl acetate and 20 ml of 2M aqueous hydrochloric acid were added. The organic phase was dried over magnesium sulfate, filtered and evaporated to afford 230 mg (83%) of 7-anilino-3-(2-bromophenyl)-3,4-dihydro-1-[3-(phthalimidomethyl)phenyl]pyrimido[4,5-d]pyrimidin-2(1H)-one as a tan solid. [Mass spectrum (ESI)=632].

Workup

  1. temperaturecooled
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-d6565a5e182e4c148ffa94aa5e6cca4c
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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