Diisopropylethylamine → HCID 25270130, compound

HRID 469398Notes

Reaction equation

HRID 469398 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:11]3[CH:12]=[N:13][C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=4[C:10]=3[NH:9][C:8]2=[O:20])[CH2:3][CH2:2]1.Cl[C:22]1[N:27]=[CH:26][N:25]=[C:24]([C:28]([C:30]2[CH:40]=[C:39]([CH3:41])[C:33]3[N:34]([CH3:38])[C:35](=[O:37])[O:36][C:32]=3[CH:31]=2)=[O:29])[CH:23]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:38][N:34]1[C:33]2[C:39]([CH3:41])=[CH:40][C:30]([C:28]([C:24]3[N:25]=[CH:26][N:27]=[C:22]([N:1]4[CH2:2][CH2:3][CH:4]([N:7]5[C:11]6[CH:12]=[N:13][C:14]7[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=7[C:10]=6[NH:9][C:8]5=[O:20])[CH2:5][CH2:6]4)[CH:23]=3)=[O:29])=[CH:31][C:32]=2[O:36][C:35]1=[O:37]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 183215593-Piperidin-4-yl-1,3-dihydroimidazo[4,5-c]quinolin-2-oneHCID 581811626-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one

Product 1

HCID 25270130HCID 25270130, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.11 g (0.40 mmol) 3-piperidin-4-yl-1,3-dihydroimidazo[4,5-c]quinolin-2-one, 0.12 g (0.40 mmol) 6-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one and 0.14 mL (0.80 mmol) DIPEA were stirred overnight in 3 mL DMF at RT. The mixture was purified by preparative HPLC-MS. The fractions containing the product were combined, the organic solvent was eliminated i. vac. and the aqueous phase remaining was neutralised with 4M aqueous NaOH solution. The precipitate was suction filtered, washed with water and dried i. vac.

Workup

  1. customThe mixture was purified by preparative HPLC-MS
  2. additionThe fractions containing the product
  3. filtrationfiltered
  4. washwashed with water
  5. customdried i

Sources & evidence

ORD record
ord-303bd6e513e14b1198372ba2e9cadb18
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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