Hydrochloric Acid → HCID 66706673, compound

HRID 911549Notes

Reaction equation

HRID 911549 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][CH2:21][CH2:22][CH2:23][C:24](=[O:28])[N:25]([CH3:27])[CH3:26])=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[ClH:19].[Cl:19][C:16]1[CH:17]=[CH:18][C:11]2[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=2[C:15]=1[S:20][CH2:21][CH2:22][CH2:23][C:24](=[O:28])[N:25]([CH3:26])[CH3:27]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66707056HCID 66707056, compound

Product 1

HCID 66706673HCID 66706673, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-tert-butoxycarbonyl-7-chloro-6-(3-dimethylcarbamoyl-propylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine in DCM (1 mL) at ambient temperature and add 4M hydrogen chloride in dioxane (200 μL, 0.8 mmol). Continue stirring until TLC shows consumption of starting material. Concentrate in vacuo, triturate the obtained solid with dry diethyl ether and dry at 50° C. under high vacuum overnight to give the title compound as a hygroscopic white solid (45.0 mg, 57%). MS (ES+) m/z: 327 (M+H)+.

Workup

  1. customconsumption of starting material
  2. concentrationConcentrate in vacuo
  3. customtriturate the obtained solid with dry diethyl ether
  4. customdry at 50° C. under high vacuum overnight

Sources & evidence

ORD record
ord-b793018c5de442ed8cdc9b3a698a5000
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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