Hydrochloric Acid → HCID 136343368, compound

HRID 2252247Notes

Reaction equation

HRID 2252247 reaction equation
[CH3:1][O:2][C:3]1[CH:30]=[C:29]2[C:6]([CH2:7][C:8]3[C:12]([C:13]4[CH:14]=[CH:15][C:16]([C:19]#[N:20])=[N:17][CH:18]=4)=[N:11][N:10]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[C:9]=32)=[CH:5][C:4]=1[O:31]COCC[Si](C)(C)C.Cl>CO.C(Cl)Cl>[OH:31][C:4]1[CH:5]=[C:6]2[C:29](=[CH:30][C:3]=1[O:2][CH3:1])[C:9]1[N:10]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:27])([CH3:28])[CH3:26])[N:11]=[C:12]([C:13]3[CH:14]=[CH:15][C:16]([C:19]#[N:20])=[N:17][CH:18]=3)[C:8]=1[CH2:7]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69198648HCID 69198648, compound

Product 1

HCID 136343368HCID 136343368, compoundYield 99,760.602%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of Example 143E (9.96 g, 0.0176 mmol) and HCl (concentrated, 4.0 mL) in MeOH (200 mL) and CH2Cl2 (100 mL) was stirred at room temperature for 1.5 hours. Most of the solvents were evaporated at room temperature. The residue was extracted with EtOAc, washed with NaHCO3, dried over MgSO4, filtered, concentrated to give 7.63 g (quantitative yield) of the desired product as pale yellow solid. MS (ESI) m/z: 435.2 (M+H)+.

Workup

  1. customMost of the solvents were evaporated at room temperature
  2. extractionThe residue was extracted with EtOAc
  3. washwashed with NaHCO3
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-33bbbc1beaec4e3eae821f0cde57da4e
Source dataset
uspto-grants-2008_01
Patent number
US07320986B2

Reaction notes

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