Ethyl Acetate → HCID 57593127, compound

HRID 1785441Notes

Reaction equation

HRID 1785441 reaction equation
[NH2:1][CH:2]([CH3:12])[CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][OH:11])[CH:7]=[CH:8][CH:9]=1.CS([C:16]1[N:21]=[C:20]([NH:22][C:23]2[N:28]([CH3:29])[C:27](=[O:30])[CH:26]=[C:25]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[N:24]=2)[CH:19]=[CH:18][N:17]=1)=O.CCOC(C)=O>CN1C(=O)CCC1>[OH:11][CH2:10][C:6]1[CH:5]=[C:4]([CH2:3][CH:2]([NH:1][C:16]2[N:21]=[C:20]([NH:22][C:23]3[N:28]([CH3:29])[C:27](=[O:30])[CH:26]=[C:25]([C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[N:24]=3)[CH:19]=[CH:18][N:17]=2)[CH3:12])[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 247215123-(2-Aminopropyl)benzyl alcoholHCID 57593119HCID 57593119, compound

Product 1

HCID 57593127HCID 57593127, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of [3-(2-amino-propyl) -phenyl]-methanol (300 mg, 1.8 mmol) and 2-(2-methanesulfinyl-pyrimidin-4-ylamino) -3-methyl-6-phenyl-3H-pyrimidin-4-one (300 mg, 0.9 mmol) in NMP (8 mL) was heated to 100° C. for 16 h. The reaction was cooled to room temperature and EtOAc was added. The mixture was then washed with H2O three times, brine once, dried (MgSO4), filtered, concentrated under vacuum, and purified by preparative-scale TLC to give the product. M+1: 443.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. washThe mixture was then washed with H2O three times, brine once
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum
  6. custompurified by preparative-scale TLC
  7. customto give the product

Sources & evidence

ORD record
ord-c36ac95a2c8f4a28bbcb4b4b9223578e
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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