Hydrochloric Acid → HCID 59828839, compound

HRID 1191147Notes

Reaction equation

HRID 1191147 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:37])[NH:31][CH2:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[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:37])[NH:31][CH2:32][C:33]([CH3:35])([CH3:34])[CH3:36])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67461800HCID 67461800, compound

Product 1

HCID 59828839HCID 59828839, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-(tert-butoxycarbonyl)-7-chloro-6-{4-[(2,2-dimethyl-propylcarbamoyl)-methylthio]-benzylamino}-2,3,4,5-tetrahydro-1-H-benzo[d]azepine (51 mg, 0.09 mmol) in DCM (0.2 mL). Add 4M hydrogen chloride in dioxane (0.5 mL, 1.8 mmol) and stir at room temperature for 1 h. Concentrate in vacuo and purify by SCX chromatography to obtain the desired intermediate (39 mg, 93%).

Workup

  1. concentrationConcentrate in vacuo
  2. custompurify by SCX chromatography

Sources & evidence

ORD record
ord-f1c8b164aaaa4bec860d9a59cd80e2e9
Source dataset
uspto-grants-2014_03
Patent number
US08680091B2

Reaction notes

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