Aniline → HCID 22124965, compound

HRID 1858280Notes

Reaction equation

HRID 1858280 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][O:29][Si:30]([C:43]([CH3:46])([CH3:45])[CH3:44])([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:23]=2)[C:9]1=[O:47].[NH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1>Cl>[NH:48]([C:13]1[N:12]=[C:11]2[N:10]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][O:29][Si:30]([C:43]([CH3:46])([CH3:45])[CH3:44])([C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH:23]=3)[C:9](=[O:47])[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:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 54384838HCID 54384838, compound

Product 1

HCID 22124965HCID 22124965, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
180 °C

Procedure

1.5 g (2 mmol) of 3-(2-bromophenyl)-1-[3-(tert-butyldiphenylsilyloxymethyl)phenyl]-3,4-dihydro-7-methanesulfonyl-pyrimido[4,5-d]pyrimidin-2(1H)-one (prepared in Example 61(h)) was treated with 3 ml of aniline and the mixture heated at 180° C. for 20 minutes and cooled. The mixture was poured into 50 ml of 2M aqueous hydrochloric acid and the precipitated product filtered off, washed with water and dried to afford 1.5 g (100%) of 7-anilino-3-(2-bromophenyl)-1-[3-((tert-butyldiphenylsilyloxy)methyl)phenyl]-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one as a light brown solid. [Mass spectrum (ESI) MH+ =741].

Workup

  1. temperaturecooled
  2. filtrationthe precipitated product filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-45962892c03745d093068a33fb87d13c
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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