Hydrochloric Acid → HCID 67347433, compound

HRID 237281Notes

Reaction equation

HRID 237281 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=2[O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[CH2:9]1)=O)(C)(C)C.Cl>CO.O1CCOCC1>[ClH:28].[Cl:28][C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][CH:25]=1)[CH2:21][O:20][C:14]1[CH:15]=[CH:16][C:17]([F:19])=[CH:18][C:13]=1[O:12][CH:10]1[CH2:11][NH:8][CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67348341HCID 67348341, compound

Product 1

HCID 67347433HCID 67347433, compoundYield 209.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound from step C (85 mg) was dissolved in MeOH (5 mL) and 4M HCl in dioxane (3 mL) was added. The mixture was stirred at rt for 18 h. The reaction was concentrated and dried under vacuum to yield the title compound (75 mg). MS (ESI): mass calcd. for C16H15ClFNO2, 307.8; m/z found, 310.2 [M+H]+. 1H NMR (MeOD): 7.46 (s, 1H), 7.37-7.28 (m, 3H), 7.04 (dd, J=9.0 Hz, 5.3, 1H), 6.75-6.61 (m, 2H), 5.09-5.00 (m, 3H), 4.42 (dd, J=12.7, 6.6 Hz, 2H), 4.14 (dd, J=12.7, 4.9 Hz, 2H).

Workup

  1. concentrationThe reaction was concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-4c7ce6c1fc3046618e162c92ef045195
Source dataset
uspto-grants-2014_02
Patent number
US08642583B2

Reaction notes

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