Diisopropylethylamine → HCID 46244144, compound

HRID 1846520Notes

Reaction equation

HRID 1846520 reaction equation
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6]([N:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]2=[O:18])[CH2:5][CH2:4]1.Cl[C:20]1[CH:25]=[C:24]([O:26][C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[C:29]([CH3:34])[CH:28]=2)[N:23]=[CH:22][N:21]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:34][C:29]1[CH:28]=[C:27]([CH:32]=[CH:31][C:30]=1[CH3:33])[O:26][C:24]1[N:23]=[CH:22][N:21]=[C:20]([N:3]2[CH2:4][CH2:5][CH:6]([N:9]3[C:17]4[C:12](=[N:13][CH:14]=[CH:15][CH:16]=4)[NH:11][C:10]3=[O:18])[CH2:7][CH2:8]2)[CH:25]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 222931811-(piperidin-4-yl)-1H,2H,3H-imidazo[4,5-b]pyridin-2-one dihydrochlorideHCID 60726868HCID 60726868, compound

Product 1

HCID 46244144HCID 46244144, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

291 mg (1.00 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one-dihydrochloride, 276 mg (1.00 mmol) 4-chloro-6-(3,4-dimethyl-phenoxy)-pyrimidine and 0.697 mL (4.00 mmol) DIPEA were combined in 3.0 mL DMF and stirred for 4 h at 150° C. The reaction mixture was purified by preparative HPLC-MS. The product-containing fractions were combined, the acetonitrile was evaporated down and the residue was neutralised with 1N aqueous sodium hydroxide solution. The precipitate formed was suction filtered, washed with water and dried i. vac.

Workup

  1. customThe reaction mixture was purified by preparative HPLC-MS
  2. customthe acetonitrile was evaporated down
  3. customThe precipitate formed
  4. filtrationfiltered
  5. washwashed with water
  6. customdried i

Sources & evidence

ORD record
ord-44e734a5cddb4cdf85e2f0c905f53728
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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