Thiophenol → HCID 59380018, compound

HRID 2353648Notes

Reaction equation

HRID 2353648 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1CCN2C(=NCCC2)CC1.[CH3:19][N:20]([CH3:49])[C:21]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[N:35]=[C:34]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]3[CH3:42])[CH:33]=[C:32]([CH2:43]OS(C)(=O)=O)[N:31]=2)=[CH:26][CH:25]=1)=[O:22]>C(#N)C>[CH3:19][N:20]([CH3:49])[C:21]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[N:35]=[C:34]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]3[CH3:42])[CH:33]=[C:32]([CH2:43][S:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:31]=2)=[CH:26][CH:25]=1)=[O:22]

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 59380146HCID 59380146, compound

Product 1

HCID 59380018HCID 59380018, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

Thiophenol (0.062 mL) was dissolved in acetonitrile (5 mL). DBU (0.141 mL) was then added to the solution and was allowed to stir at RT for 5 minutes. 1,1-Dimethyl-3-[4-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonyloxymethyl)pyrimidin-2-yl]phenyl]urea (154 mg) was suspended in acetonitrile (5 mL) and added to the thiol. The reaction was left to stir at RT of 1 hour then concentrated in vacuo to give the desired material which was used without further purification.

Workup

  1. waitThe reaction was left
  2. stirringto stir at RT of 1 hour
  3. concentrationthen concentrated in vacuo

Sources & evidence

ORD record
ord-f88d89e00bd24b048df3ec22e622fa35
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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