Hydrochloric Acid → HCID 58495536, compound

HRID 1191144Notes

Reaction equation

HRID 1191144 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([NH:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([S:28][CH2:29][C:30](=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32])=[CH:24][CH:23]=3)=[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>[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[NH:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28][CH2:29][C:30](=[O:35])[C:31]([CH3:33])([CH3:32])[CH3:34])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58495474HCID 58495474, compound

Product 1

HCID 58495536HCID 58495536, compoundYield 103.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-(tert-butoxycarbonyl)-7-chloro-6-[4-(3,3-dimethyl-2-oxobutylthio)-benzylamino]-2,3,4,5-tetrahydro-1H-benzo[d]azepine (35 mg, 0.06 mmol) in DCM (0.2 mL). Add 4M hydrogen chloride in dioxane (0.3 mL, 1.3 mmol) and stir at room temperature for 1 h. Concentrate in vacuo and purify by SCX chromatography to obtain the desired intermediate (26 mg, 93%).

Workup

  1. concentrationConcentrate in vacuo
  2. custompurify by SCX chromatography

Sources & evidence

ORD record
ord-2f2d7d4bb65c4146a43c882ce6f397f0
Source dataset
uspto-grants-2014_03
Patent number
US08680091B2

Reaction notes

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