3-Aminoazetidine, 3-BOC protected → tert-Butyl {1-[6-(5-oxo-4-pyridin-3-yl-2,5-dihydro-1H-pyrazol-1-yl)pyrimidin-4-yl]azetidin-3-yl}-carbamate

HRID 37911

Reaction equation

HRID 37911 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[C:12](=[O:13])[C:11]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][NH:9]2)[CH:3]=1.[NH:20]1[CH2:23][CH:22]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:21]1>C(O)C>[O:13]=[C:12]1[N:8]([C:4]2[N:5]=[CH:6][N:7]=[C:2]([N:20]3[CH2:23][CH:22]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:29])([CH3:28])[CH3:30])[CH2:21]3)[CH:3]=2)[NH:9][CH:10]=[C:11]1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 15194053-Aminoazetidine, 3-BOC protectedHCID 866723282-(6-Chloropyrimidin-4-yl)-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one

Product 1

HCID 70302327tert-Butyl {1-[6-(5-oxo-4-pyridin-3-yl-2,5-dihydro-1H-pyrazol-1-yl)pyrimidin-4-yl]azetidin-3-yl}-carbamate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 mg (0.7 mmol) of the compound from Example 23 and 252 mg (1.5 mmol) of tert-butyl azetidin-3-ylcarbamate are suspended in 6 ml of ethanol and reacted at 120° C. in a single-mode microwave oven (CEM Explorer) for 40 min. The solid formed is filtered off, washed twice with in each case 0.5 ml of ethanol and dried under high vacuum.

Workup

  1. customreacted at 120° C. in a single-mode microwave oven (CEM Explorer) for 40 min
  2. customThe solid formed
  3. filtrationis filtered off
  4. washwashed twice with in each case 0.5 ml of ethanol
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-61ffad6f04f34b6db1d26cca5588c567
Source dataset
uspto-grants-2013_09
Patent number
US08524699B2

Linked notes

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