HCID 44217945, compound → HCID 44218108, compound

HRID 1931495Notes

Reaction equation

HRID 1931495 reaction equation
[CH2:1]([N:4]([C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]=[C:21]([NH:26][C@H:27]1[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH2:29][CH2:28]1)[CH:20]=[CH:19]2)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)=[O:6])[CH:2]=[CH2:3]>CO.[Pd]>[C@H:27]1([NH:26][C:21]2[CH:20]=[CH:19][C:18]3[C:23](=[CH:24][CH:25]=[C:16]([N:4]([CH2:1][CH2:2][CH3:3])[C:5]([NH:7][C:8]4[CH:9]=[CH:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=4)=[O:6])[CH:17]=3)[N:22]=2)[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:29][CH2:28]1

Participants

4

Reactant 1

HCID 44217945HCID 44217945, compound

Product 1

HCID 44218108HCID 44218108, compoundYield 32.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Allyl-1-[2-((R)-indan-1-ylamino)-quinolin-6-yl]-3-(4-methoxy-phenyl)-urea (38 mg, 0.08 mmol) was dissolved in methanol (2 mL). Pd/C (10 mg, 10%) was added and the reaction mixture was stirred under an atmosphere of hydrogen at ambient temperature for 1 h. Then the mixture was filtered, the filter washed with methanol and the filtrate concentrated and dried under high vacuum. The title compound (12 mg, 32%) was obtained as a yellow solid; MS: (ISP) 467.8 [(M+H)+].

Workup

  1. filtrationThen the mixture was filtered
  2. washthe filter washed with methanol
  3. concentrationthe filtrate concentrated
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-5671a1fe38ce4a789a85c101f242a4a7
Source dataset
uspto-grants-2012_05
Patent number
US08188284B2

Reaction notes

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