Hydrochloric Acid → HCID 66706673, compound

HRID 2041420Notes

Reaction equation

HRID 2041420 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-082a24be397246e9abe6b92be4000c37
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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