HCID 70563754, compound → HCID 70565327, compound

HRID 1477867Notes

Reaction equation

HRID 1477867 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:14]2[C:22]3[C:17](=[C:18]([NH:23]C(=O)OC(C)(C)C)[CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)([CH2:12][CH3:13])[CH2:9][C:10]#[N:11])=[CH:4][CH:3]=1>Cl.CO>[NH2:23][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:17]=1[CH:16]=[CH:15][N:14]2[C:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)([CH2:12][CH3:13])[CH2:9][C:10]#[N:11]

Participants

3

Reactant 1

HCID 70563754HCID 70563754, compound

Product 1

HCID 70565327HCID 70565327, compound

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

The mixture of the product from Step C (250 mg, 0.59 mmol) and 4 N HCl/MeOH (10 mL) was stirred at room temperature for 2 h. After solvent was removed in vacuo, the residue was dissolved in ethyl acetate (20 mL), pH value adjusted to 9-10 with a saturated sodium bicarbonate solution, dried over sodium sulfate, then filtered. After removing the organic solvent, the title compound as a colorless oil was obtained. LC/MS m/z=324.1 [M+H]+.

Workup

  1. customAfter solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate (20 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customAfter removing the organic solvent

Sources & evidence

ORD record
ord-4506bee038f045ffb0b399850ed4cd80
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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