Hydrochloric Acid → HCID 25070580, compound

HRID 2077031Notes

Reaction equation

HRID 2077031 reaction equation
Cl.O1CCOCC1.[C:8]1([CH:14]([C:16]2[N:17]=[CH:18][C:19]3[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21][C:20]=3[N:33]=2)[CH3:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(Cl)Cl>[C:8]1([CH:14]([C:16]2[N:17]=[CH:18][C:19]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21][C:20]=3[N:33]=2)[CH3:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59312315HCID 59312315, compound

Product 1

HCID 25070580HCID 25070580, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of HCl in dioxane (1.0 mL, 4M, 4.0 mmol) was added to a solution of tert-butyl 2-(1-phenylethyl)-5,6,8,9-tetrahydro-7H-pyrimido[4,5-d]azepine-7-carboxylate of Preparation 2, Step D, (150 mg, 0.40 mmol) in CH2Cl2 (2.0 mL). The mixture was stirred at room temperature for 2 h. The reaction was quenched by addition of sat sodium bicarbonate and extracted into CH2Cl2. The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo to provide the crude product as a brown gum (45 mg). The title compound was purified by reverse phase HPLC.

Workup

  1. customThe reaction was quenched by addition of sat sodium bicarbonate
  2. extractionextracted into CH2Cl2
  3. dry with materialThe combined organics were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-450bee882172485ea1aeb7c5c535a37d
Source dataset
uspto-grants-2011_04
Patent number
US07928099B2

Reaction notes

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