Hydrochloric Acid → HCID 69521026, compound

HRID 1294696Notes

Reaction equation

HRID 1294696 reaction equation
C(OC([N:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH:24]3[CH:29]4[CH2:30][CH2:31][N:26]([CH2:27][CH2:28]4)[CH2:25]3)=[CH:19][CH:18]=2)=[CH:12][CH:11]=1)[NH2:9])=O)(C)(C)C.[ClH:32]>CCOC(C)=O>[ClH:32].[ClH:32].[N:26]12[CH2:31][CH2:30][CH:29]([CH2:28][CH2:27]1)[CH:24]([O:23][C:20]1[CH:19]=[CH:18][C:17]([O:16][C:13]3[CH:14]=[CH:15][C:10]([NH:8][NH2:9])=[CH:11][CH:12]=3)=[CH:22][CH:21]=1)[CH2:25]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69519781HCID 69519781, compound

Product 1

HCID 69521026HCID 69521026, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 39A (80 mg, 0.19 mmol) was treated with HCl (Aldrich, 4 M in dioxane, 0.5 mL, 2.0 mmol) in EtOAc (5 mL) at room temperature for 10 h to give the title compound as yellow solid (60 mg, yield, 79%). 1H NMR (MeOH-d4, 300 MHz) δ 1.76–2.20 (m, 3H), 2.21–2.40 (m, 1H), 2.40–2.59 (m, 1H), 3.20–3.48 (m, 6H), 3.70–3.85 (m, 1H), 6.83–7.19 (m, 8H) ppm. MS (DCl/NH3) m/z 426(M+H)+. Anal. Calculated for C19H23N3O2.2.40HCl.0.20H2O.0.50EtOAc: C, 54.76; H, 6.52; N, 9.12. Found: C, 54.50; H, 6.13; N, 8.84.

Sources & evidence

ORD record
ord-81da4c58f9234040b9e9fb819b33b26f
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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