HCID 68033044, compound → HCID 56645430, compound

HRID 522484Notes

Reaction equation

HRID 522484 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9](=[O:18])[NH:10][CH:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)[CH:6]=[CH:5][C:4]=1[NH:19][C:20]1[N:29]=[CH:28][C:27]2[C:26]([CH3:31])([CH3:30])[CH2:25][C:24]3=[C:32]([C:35]([NH:37][C@@H:38]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[CH2:39][NH:40]C(=O)OC(C)(C)C)=[O:36])[O:33][N:34]=[C:23]3[C:22]=2[N:21]=1>CO.Cl.O1CCOCC1>[NH2:40][CH2:39][C@@H:38]([NH:37][C:35]([C:32]1[O:33][N:34]=[C:23]2[C:22]3[N:21]=[C:20]([NH:19][C:4]4[CH:5]=[CH:6][C:7]([C:9](=[O:18])[NH:10][CH:11]5[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16]5)=[CH:8][C:3]=4[O:2][CH3:1])[N:29]=[CH:28][C:27]=3[C:26]([CH3:31])([CH3:30])[CH2:25][C:24]=12)=[O:36])[C:48]1[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1

Participants

5

Reactant 1

HCID 68033044HCID 68033044, compound

Product 1

HCID 56645430HCID 56645430, compoundYield 101.8%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a mixture of tert-butyl [(2S)-2-({[8-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-5,5-dimethyl-4,5-dihydroisoxazolo[4,3-h]quinazolin-3-yl]carbonyl}amino)-2-phenylethyl]carbamate 110 mg (0.151 mmol) in MeOH (1 mL), 0.378 mL of 4 N HCl in dioxane was added. The reaction was stirred at room temperature for 12 h, the solvent was evaporated to dryness and the solid treated with Et2O (20 mL) and the precipitated collected by filtration to give the title compound as a pale yellow solid (96 mg; 91% yield).

Workup

  1. additionwas added
  2. customthe solvent was evaporated to dryness
  3. additionthe solid treated with Et2O (20 mL)
  4. filtrationthe precipitated collected by filtration

Sources & evidence

ORD record
ord-40da44def3924f689157012f28f3ba67
Source dataset
uspto-grants-2016_05
Patent number
US09333205B2

Reaction notes

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