Hydrochloric Acid → HCID 90038123, compound

HRID 1055382Notes

Reaction equation

HRID 1055382 reaction equation
[ClH:1].C(OC(=O)[NH:8][C@H:9]1[CH2:15][S:14][C:13]2[C:16]([NH2:20])=[CH:17][CH:18]=[CH:19][C:12]=2[NH:11][C:10]1=[O:21])(C)(C)C>O1CCOCC1>[ClH:1].[ClH:1].[NH2:8][C@H:9]1[CH2:15][S:14][C:13]2[C:16]([NH2:20])=[CH:17][CH:18]=[CH:19][C:12]=2[NH:11][C:10]1=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90037260HCID 90037260, compound

Product 1

HCID 90038123HCID 90038123, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrogen chloride gas was bubbled for 1 min. into a solution of ((R)-9-amino-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl)-carb amic acid tert-butyl ester (560 mg, 1.8 mmol) in dioxane (15 mL) at 0° C. and the reaction was warmed to RT. After 1 h the mixture was concentrated and the residue was triturated with Et2O. The resulting solid was filtered, washed with hexanes and dried to give (R)-3,9-diamino-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one dihydrochloride (500 mg. 99%).

Workup

  1. concentrationAfter 1 h the mixture was concentrated
  2. customthe residue was triturated with Et2O
  3. filtrationThe resulting solid was filtered
  4. washwashed with hexanes
  5. customdried

Sources & evidence

ORD record
ord-6d5a5f3871d148c5b7d9b16c163e0e26
Source dataset
uspto-grants-2016_07
Patent number
US09394263B2

Reaction notes

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