Hydrochloric Acid → HCID 18992356, compound

HRID 1619403Notes

Reaction equation

HRID 1619403 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[N:7]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1.Cl.O>CO.[Zn]>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][N:7]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 58574293HCID 58574293, compound

Product 1

HCID 18992356HCID 18992356, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 3-bromo-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one (200 mg, 0.21 mmol, 1.0 equiv) and excess zinc powder, HCl (37%, 1 mL) in MeOH (4 mL) was stirred at 75° C. for 30 min. The reaction mixture was poured into water (50 mL) and extracted with ethyl acetate (3×20 mL). The combined organic layer was concentrated under reduced pressure. The residue was purified by silica gel chromatography to give the desired product. MS (ESI): 279, 281 (MH+).

Workup

  1. extractionextracted with ethyl acetate (3×20 mL)
  2. concentrationThe combined organic layer was concentrated under reduced pressure
  3. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-bd016055b00044c0bdb0c1ba04b7b752
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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