4-Piperidinecarboxamide → HCID 59333598, compound

HRID 421345Notes

Reaction equation

HRID 421345 reaction equation
CN1CCCC1=O.Cl[C:9]1[N:10]([CH2:32][CH:33]2[CH2:35][CH2:34]2)[C:11]2[C:16]([N:17]=1)=[C:15]([N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)[N:14]=[C:13]([C:24]1[C:25]([CH3:31])=[N:26][C:27]([NH2:30])=[N:28][CH:29]=1)[N:12]=2.[NH:36]1[CH2:44][CH2:43][CH:39]([C:40]([NH2:42])=[O:41])[CH2:38][CH2:37]1>O>[NH2:30][C:27]1[N:26]=[C:25]([CH3:31])[C:24]([C:13]2[N:12]=[C:11]3[C:16]([N:17]=[C:9]([N:36]4[CH2:44][CH2:43][CH:39]([C:40]([NH2:42])=[O:41])[CH2:38][CH2:37]4)[N:10]3[CH2:32][CH:33]3[CH2:35][CH2:34]3)=[C:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[N:14]=2)=[CH:29][N:28]=1

Participants

5

Reactant 3

HCID 37724-PiperidinecarboxamideHCID 13387N-methyl-2-pyrrolidoneHCID 59333498HCID 59333498, compound

Product 1

HCID 59333598HCID 59333598, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

N-Methylpyrrolidone (1 ml) was added to 5-[8-chloro-9-(cyclopropylmethyl)-6-morpholin-4-yl-9H-purin-2-yl]-4-methylpyrimidin-2-amine (100 mg, 0.25 mmol) and isonipecotamide (191 mg, 1.5 mmol) and the resulting mixture was stirred at 120° C. for 2.5 hours. The reaction mixture was left standing to cool followed by the addition of water and the insoluble matter was collected by filtration and dried to give the title compound (85 mg, 69%) as a pale yellow solid.

Workup

  1. waitThe reaction mixture was left
  2. temperatureto cool
  3. filtrationthe insoluble matter was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-810ada64af4247e9a1e2e711509c5bab
Source dataset
uspto-grants-2012_01
Patent number
US08097622B2

Reaction notes

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