Hydrochloric Acid → Hydrochloric Acid

HRID 538829Notes

Reaction equation

HRID 538829 reaction equation
[C:1]([C:5]1[S:9]/[C:8](=[N:10]\[C:11]([C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[O:20][CH3:21])=[S:12])/[N:7]([CH2:22][C@H:23]2[CH2:28][CH2:27][CH2:26][CH2:25][N:24]2C(OC(C)(C)C)=O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:36]>CO.O1CCOCC1>[C:1]([C:5]1[S:9]/[C:8](=[N:10]\[C:11](=[S:12])[C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[O:20][CH3:21])/[N:7]([CH2:22][C@H:23]2[CH2:28][CH2:27][CH2:26][CH2:25][NH:24]2)[CH:6]=1)([CH3:4])([CH3:2])[CH3:3].[ClH:36]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 178490715HCID 178490715, compound

Product 2

HCID 313Hydrochloric AcidHCID 178490714HCID 178490714, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of Example 112C (160 mg, 0.306 mmol) in methyl alcohol (2 mL) added hydrogen chloride (4 M) in dioxane (1 mL) and stirred at rt for 2 hr. The reaction concentrated to give the title compound as HCl salt. 1H NMR (300 MHz, CHLOROFORM-D) δ ppm 1.27 (m, 1H) 1.34-1.38 (m, 1H) 1.40 (s, 9H) 1.61 (m, 2H) 1.81 (m, 2H) 2.53-2.63 (m, 1H) 3.02 (m, 1H) 3.13 (m, 1H) 3.81 (s, 3H) 4.03-4.09 (m, 1H) 4.33 (m, 1H) 6.85 (d, J=8.73 Hz, 1H) 6.93 (s, 1H) 7.21-7.24 (m, 1H) 7.53 (d, J=2.78 Hz, 1H); MS (DCI/NH3) m/z 438 (M+H)+.

Workup

  1. concentrationThe reaction concentrated

Sources & evidence

ORD record
ord-a9851c6c3ded46c582f84af15abcf94f
Source dataset
uspto-grants-2014_10
Patent number
US08865753B2

Reaction notes

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