1-(4-Aminopiperidin-1-yl)ethan-1-one → HCID 21070357, compound

HRID 1435359Notes

Reaction equation

HRID 1435359 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=2[O:17][CH3:18])=[O:9])=[CH:6][N:5]=[C:4](S(CC)=O)[N:3]=1.[NH2:23][CH:24]1[CH2:29][CH2:28][N:27]([C:30](=[O:32])[CH3:31])[CH2:26][CH2:25]1>C(O)(C)C>[NH2:1][C:2]1[C:7]([C:8](=[O:9])[C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=2[O:17][CH3:18])=[CH:6][N:5]=[C:4]([NH:23][CH:24]2[CH2:29][CH2:28][N:27]([C:30](=[O:32])[CH3:31])[CH2:26][CH2:25]2)[N:3]=1

Participants

4

Reactant 2

HCID 49624771-(4-Aminopiperidin-1-yl)ethan-1-oneHCID 21070559HCID 21070559, compound

Product 1

HCID 21070357HCID 21070357, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A suspension of (4-amino-2-ethanesulfinyl-pyrimidin-5-yl)-(2-methoxy-5-methyl-phenyl)-methanone (22.3 mg, 0.0698 mmol, Example 325) and 1-(4-amino-piperidin-1-yl)-ethanone (14.9 mg, 0.105 mmol, prepared as described in U.S. Pat. No. 5,817,828) in isopropyl alcohol (2.5 mL) was heated at 120° C. in a sealed tube under microwave conditions for 0.3 to 1 hour. The resulting reaction mixture was evaporated in vacuo and crude product was purified on silica gel with 95:5 of dichloromethane/methanol to give 1-[4-[4-amino-5-(2-methoxy-5-methyl-benzoyl)-pyrimidin-2-ylamino]-piperidin-1-yl]-ethanone as a white solid (23.1 mg). MS (M+H)+, 384.

Workup

  1. customprepared
  2. customThe resulting reaction mixture
  3. customwas evaporated in vacuo and crude product
  4. customwas purified on silica gel with 95:5 of dichloromethane/methanol

Sources & evidence

ORD record
ord-b213acbd1048480a8102a73ceed2c38a
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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