Hydrochloric Acid → HCID 71255323, compound

HRID 540342Notes

Reaction equation

HRID 540342 reaction equation
CC1(C)[N:6](C(OC(C)(C)C)=O)[C@@H:5]([CH2:14][CH2:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]([N:26]3[CH2:32][CH2:31][CH2:30][C:29]4[CH:33]=[CH:34][CH:35]=[CH:36][C:28]=4[CH2:27]3)[CH:17]=2)[CH2:4][O:3]1.Cl.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C>[NH2:6][C@@H:5]([CH2:14][CH2:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=[C:18]([N:26]2[CH2:32][CH2:31][CH2:30][C:29]3[CH:33]=[CH:34][CH:35]=[CH:36][C:28]=3[CH2:27]2)[CH:17]=1)[CH2:4][OH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 86691447HCID 86691447, compound

Product 1

HCID 71255323HCID 71255323, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To the solution of tert-butyl (4S)-2,2-dimethyl-4-{2-[2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]ethyl}-1,3-oxazolidine-3-carboxylate (340 mg, 0.68 mmol) in ethyl acetate was introduced hydrochloric acid gas for 30 minutes. After being stirred at room temperature overnight, the reaction was poured into ice-water then neutralized with saturated sodium carbonate. The organic layer was separated, dried over sodium sulfate, and then concentrated in vacuo to give the product. It was used in next step without further purification. MS obsd. (ESI+) [(M+H)+] 362.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customto give the product
  5. customIt was used in next step without further purification

Sources & evidence

ORD record
ord-43a9d792fb8b4495b6c9566e355f4086
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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