Hydrochloric Acid → HCID 67546097, compound

HRID 717258Notes

Reaction equation

HRID 717258 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH:10]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:7]([CH2:30][CH:31]2[CH2:35][CH2:34][O:33][CH2:32]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl>C(OCC)(=O)C>[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([CH2:30][CH:31]2[CH2:35][CH2:34][O:33][CH2:32]2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66698225HCID 66698225, compound

Product 1

HCID 67546097HCID 67546097, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
20 °C

Procedure

In a 200 mL round-bottomed flask, to a solution of Example 85C (6.24 g, 13.4 mmol) in ethyl acetate (20 mL) was added hydrogen chloride (4 N in dioxane, 20 mL) and stirred at 20° C. for 2 hour. The reaction was concentrated and triturated with ethyl acetate. The solid was collected and dried to provide the title compound as the hydrogen chloride salt (2.12 g, 61%). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.28 (s, 9H) 1.61-1.69 (m, 1H) 1.81-1.89 (m, 1H) 2.73-2.81 (m, 1H) 3.45 (dd, J=8.85, 5.80 Hz, 1H) 3.61-3.67 (m, 3H) 3.78-3.84 (m, 1H) 4.17-4.26 (m, 2H) 5.53 (s, 1H) 7.07 (s, 2H); MS (DCI/NH3) m/z 224 (M+H)+.

Workup

  1. concentrationThe reaction was concentrated
  2. customtriturated with ethyl acetate
  3. customThe solid was collected
  4. customdried

Sources & evidence

ORD record
ord-d359e4a9e6ae4f279f8c7f1f59ebfcd5
Source dataset
uspto-grants-2015_11
Patent number
US09193713B2

Reaction notes

Loading…