Diisopropylethylamine → HCID 178432265, compound

HRID 1846525Notes

Reaction equation

HRID 1846525 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:18]=[C:17]([CH3:19])[C:12]3[NH:13][C:14]([CH3:16])=[N:15][C:11]=3[CH:10]=2)[CH:3]=1.[NH:20]1[CH2:25][CH2:24][CH:23]([N:26]2[C:30]3[CH:31]=[N:32][C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][C:38]=4[C:29]=3[NH:28][C:27]2=[O:39])[CH2:22][CH2:21]1.CCN(C(C)C)C(C)C>CN(C=O)C.CO>[CH3:16][C:14]1[NH:13][C:12]2[C:17]([CH3:19])=[CH:18][C:9]([NH:8][C:4]3[N:5]=[CH:6][N:7]=[C:2]([N:20]4[CH2:21][CH2:22][CH:23]([N:26]5[C:30]6[CH:31]=[N:32][C:33]7[CH:34]=[CH:35][CH:36]=[CH:37][C:38]=7[C:29]=6[NH:28][C:27]5=[O:39])[CH2:24][CH2:25]4)[CH:3]=3)=[CH:10][C:11]=2[N:15]=1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 183215593-Piperidin-4-yl-1,3-dihydroimidazo[4,5-c]quinolin-2-oneHCID 178432264HCID 178432264, compound

Product 1

HCID 178432265HCID 178432265, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

150 mg (0.548 mmol) (6-chloro-pyrimidin-4-yl)-(2,7-dimethyl-1H-benzimidazol-5-yl)-amine, 150 mg (0.559 mmol) 3-piperidin-4-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one and 1.00 mL (5.81 mmol) DIPEA were refluxed in 1.0 mL DMF. After the reaction had ended the reaction mixture was diluted with MeOH and purified by preparative HPLC. The product-containing fractions were combined and freeze-dried.

Workup

  1. custompurified by preparative HPLC
  2. customfreeze-dried

Sources & evidence

ORD record
ord-c702351a126c44a18668b55bd32ab175
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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