1,4-Dioxane → HCID 136401941, compound

HRID 1064167Notes

Reaction equation

HRID 1064167 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]=[CH:15][C:16](=[O:32])[NH:17][C:18]2[CH:19]=[C:20]3[C:30](=[O:31])[NH:29][N:28]=[CH:27][C:22]4=[CH:23][NH:24][C:25]([CH:26]=2)=[C:21]34)[CH2:10][CH2:9]1)=O)(C)(C)C.[O:33]1CCOCC1>C(Cl)Cl.Cl>[C:30]([OH:31])(=[O:33])[CH3:20].[O:31]=[C:30]1[C:20]2[C:21]3[C:22](=[CH:23][NH:24][C:25]=3[CH:26]=[C:18]([NH:17][C:16](=[O:32])[CH:15]=[CH:14][CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:19]=2)[CH:27]=[N:28][NH:29]1

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 136411687HCID 136411687, compound

Product 1

HCID 136401941HCID 136401941, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent

Procedure

Preparation of the title compound from Intermediate 146(a) (58 mg, 0.13 mmol) in CH2Cl2 (2 mL) and 4M HCl in dioxane (2 mL) was carried out analogously to Example 91. After concentration, the residue was purified by preparative HPLC (Peeke Scientific, HI-Q C18 reverse phase 5u, 100A, 250×21.2 mm column) eluting with CH3CN and 0.1% acetic acid in water at a flow rate of 20 mL/min using a gradient of 5-95% CH3CN over 40 min to give the title compound (16 mg, 0.04 mmol) as a pale yellow powder in 31% yield.

Sources & evidence

ORD record
ord-c30d110d187d441a87ced9d5dab922ef
Source dataset
uspto-grants-2005_11
Patent number
US06967198B2

Reaction notes

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