Hydrochloric Acid → HCID 69520163, compound

HRID 1294699Notes

Reaction equation

HRID 1294699 reaction equation
[I:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[N:12]=[N:11][C:10]([O:13][CH:14]3[CH:19]4[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]4)[CH2:15]3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[ClH:24]>CCOC(C)=O>[ClH:24].[ClH:24].[ClH:24].[I:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[N:12]=[N:11][C:10]([O:13][CH:14]3[CH:19]4[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]4)[CH2:15]3)=[CH:9][CH:8]=2)=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11270178HCID 11270178, compound

Product 1

HCID 69520163HCID 69520163, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 41A (20 mg, 0.05 mmol) was treated with HCl (Aldrich, 4 M in dioxane, 0.25 mL, 1.0 mmol) in EtOAc (2 mL) at ambient temperature for 1 hour to give the title compound as solid (20.0 mg, yield, 80%). 1H NMR (MeOH-d4, 300 MHz) δ 1.87–2.20 (m, 3H), 2.27–2.47 (m, 1H), 2.52–2.65 (m, 1H), 3.31–3.48 (m, 5H), 3.78–3.97 (m, 1H), 5.25–5.50 (m, 1H), 6.99 (dt, J=9.1, 2.3 Hz, 2H), 7.34 (d, J=9.5 Hz, 1H), 7.43 (d, J=9.5 Hz, 1H), 7.77 (dt, J=9.1, 2.0 Hz, 2H) ppm. MS (DCl/NH3) m/z 424(M+H)+. Anal. Calculated for C17H18IN3O2.3.55HCl.1.80H2O: C, 34.90; H, 4.33; N, 7.18. Found: C, 34.53; H 3.95; N, 6.83.

Sources & evidence

ORD record
ord-280ecb73e2bc4166b17c3b4a556f5560
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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