Dichloromethane → HCID 68299300, compound

HRID 532490Notes

Reaction equation

HRID 532490 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:12]1[C:16]2[N:17]=[CH:18][N:19]=[C:20]([O:21][CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)[C:15]=2[S:14][CH:13]=1.ClCCl.C(N(CC)CC)C.Br[CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>O>[CH2:39]([N:25]1[CH2:24][CH2:23][CH:22]([O:21][C:20]2[C:15]3[S:14][CH:13]=[C:12]([C:3]4[CH:4]=[CH:5][C:6]([S:8]([CH3:11])(=[O:9])=[O:10])=[CH:7][C:2]=4[F:1])[C:16]=3[N:17]=[CH:18][N:19]=2)[CH2:27][CH2:26]1)[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7498Benzyl BromideHCID 8471TriethylamineHCID 57415609HCID 57415609, compound

Product 1

HCID 68299300HCID 68299300, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 mg of 7-(2-fluoro-4-methanesulfonyl-phenyl)-4-[piperidin-4-yloxy]thieno[3,2-d]pyrimidin was added to 1 ml of dichloromethane, and 32 μl of triethylamine was added thereto. 16 μl of (bromomethyl)benzene was added to the mixture, and after 1 hr, water was added thereto for terminating the reaction. The resulting solution was extracted with dichloromethane, dried over anhydrous sodium sulfate, and concentrated under a reduced pressure to obtain a bubble residue. The resulting residue was purified by column chromatography to obtain 30 mg of the title compound.

Workup

  1. additionwas added
  2. customfor terminating
  3. customthe reaction
  4. extractionThe resulting solution was extracted with dichloromethane
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under a reduced pressure
  7. customto obtain a bubble residue
  8. customThe resulting residue was purified by column chromatography

Sources & evidence

ORD record
ord-a4a74278d47c4f4cab7d35324e8d41f8
Source dataset
uspto-grants-2014_10
Patent number
US08853213B2

Reaction notes

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