Hydrochloric Acid → HCID 68453152, compound

HRID 2357619Notes

Reaction equation

HRID 2357619 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH3:37])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19]([N:23]3[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][C@@H:24]3[CH3:36])=[N:18][N:17]=[CH:16]4)[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.Cl>CO>[CH:1]1([NH:4][C:5](=[O:6])[C:7]2[CH:8]=[CH:9][C:10]([CH3:37])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19]([N:23]3[CH2:28][CH2:27][NH:26][CH2:25][C@@H:24]3[CH3:36])=[N:18][N:17]=[CH:16]4)[CH:12]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68454098HCID 68454098, compound

Product 1

HCID 68453152HCID 68453152, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(3S)-Tert-butyl 4-(6-(5-(cyclopropylcarbamoyl)-2-methylphenyl)phthalazin-1-yl)-3-methylpiperazine-1-carboxylate (0.2, 0.4 mmol) (Method A) was dissolved in 10 mL MeOH and treated with a 4M solution of HCl (1 mL, 4 mmol) at RT and stirred for 1 h. The mixture was concentrated in vacuo, diluted with 100 mL dichloromethane, washed with sat. NaHCO3, dried over anhydrous Na2SO4 and concentrated in vacuo. The mixture was purified by silica gel chromatography, eluting with 2 M ammonia MeOH/dichloromethane to give the title compound. Found MS (ES+): 402(M+H)+.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additiondiluted with 100 mL dichloromethane
  3. washwashed with sat. NaHCO3
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe mixture was purified by silica gel chromatography
  7. washeluting with 2 M ammonia MeOH/dichloromethane

Sources & evidence

ORD record
ord-889beb4dd1a2417993a55fb2094df82e
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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