Hydrochloric Acid → HCID 67070301, compound

HRID 1441439Notes

Reaction equation

HRID 1441439 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]3[CH:12]=[N:13][C:14]([O:17][C@@H:18]4[CH:23]5[CH2:24][CH2:25][N:20]([CH2:21][CH2:22]5)[CH2:19]4)=[N:15][CH:16]=3)=[CH:7][C:5]=2[N:6]=1.[ClH:26]>CCOC(C)=O>[ClH:26].[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]3[CH:12]=[N:13][C:14]([O:17][C@@H:18]4[CH:23]5[CH2:22][CH2:21][N:20]([CH2:25][CH2:24]5)[CH2:19]4)=[N:15][CH:16]=3)=[CH:7][C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11484475HCID 11484475, compound

Product 1

HCID 67070301HCID 67070301, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 34A (20 mg, 0.06 mmol) was treated with HCl (Aldrich, 4M in dioxane, 0.25 mL, 1.0 mmol) in EtOAc (3 mL) at ambient temperature for 1 hour to afford the title compound as yellow solid (20.0 mg, 92%). 1H NMR (500 MHz, CD3OD) δ 1.92-2.25 (m, 3H), 2.33-2.47 (m, 1H), 2.59-2.65 (m, 1H), 2.65-2.71 (s, 3H), 3.33-3.54 (m, 5H), 3.87-4.00 (m, 1H), 5.34-5.54 (m, 1H), 7.63 (d, J=8.5 Hz, 1H), 7.70 (d, J=8.5 Hz, 1H), 7.88 (s, 1H), 8.90 (s, 2H) ppm; MS (DCI/NH3): 327 (M+H)+. Anal. Calculated for C19H20N4O2.1.20 HCl.1.50 H2O: C, 56.39; H, 5.60; N, 13.45. Found: C, 56.05; H, 5.99; N, 13.76.

Sources & evidence

ORD record
ord-febbb43831444b26b114e01de34b1978
Source dataset
uspto-grants-2010_02
Patent number
US07655657B2

Reaction notes

Loading…