Diisopropylethylamine → HCID 46244316, compound

HRID 1846528Notes

Reaction equation

HRID 1846528 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[N:25]=[CH:24][N:23]=[C:22]([NH:26][C:27]2[CH:37]=[C:36]([CH3:38])[C:30]3[N:31]([CH3:35])[C:32](=[O:34])[O:33][C:29]=3[CH:28]=2)[CH:21]=1.CCN(C(C)C)C(C)C>CN(C=O)C.O>[CH3:35][N:31]1[C:30]2[C:36]([CH3:38])=[CH:37][C:27]([NH:26][C:22]3[N:23]=[CH:24][N:25]=[C:20]([N:3]4[CH2:4][CH2:5][CH:6]([N:9]5[C:17]6[C:12](=[N:13][CH:14]=[CH:15][CH:16]=6)[NH:11][C:10]5=[O:18])[CH2:7][CH2:8]4)[CH:21]=3)=[CH:28][C:29]=2[O:33][C:32]1=[O:34]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 222931811-(piperidin-4-yl)-1H,2H,3H-imidazo[4,5-b]pyridin-2-one dihydrochlorideHCID 86663897HCID 86663897, compound

Product 1

HCID 46244316HCID 46244316, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

0.10 g (0.34 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one-dihydrochloride, 90 mg (0.31 mmol) 6-(6-chloro-pyrimidin-4-ylamino)-3,4-dimethyl-3H-benzoxazol-2-one and 0.15 mL (0.87 mmol) DIPEA in 1.5 mL DMF were combined and stirred at 150° C. After the reaction had ended the reaction mixture was diluted with water. The precipitate formed was suction filtered, taken up in DMF and purified by preparative HPLC. The product-containing fractions were combined, evaporated down and the residue dried.

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. custompurified by preparative HPLC
  4. customevaporated down
  5. customthe residue dried

Sources & evidence

ORD record
ord-115a96aa1a8c4d4180f3f4b4f67becde
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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