Hydrochloric Acid → (4S,7S,10aS)-4-Amino-5-oxo-N-propyloctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxamide hydrochloride salt

HRID 529490Notes

Reaction equation

HRID 529490 reaction equation
[O:1]=[C:2]1[C@@H:8]([NH:9]C(=O)OC(C)(C)C)[CH2:7][CH2:6][S:5][C@H:4]2[CH2:17][CH2:18][CH2:19][C@@H:20]([C:21](=[O:26])[NH:22][CH2:23][CH2:24][CH3:25])[N:3]12.[ClH:27]>O1CCOCC1>[ClH:27].[NH2:9][C@H:8]1[CH2:7][CH2:6][S:5][C@H:4]2[CH2:17][CH2:18][CH2:19][C@@H:20]([C:21]([NH:22][CH2:23][CH2:24][CH3:25])=[O:26])[N:3]2[C:2]1=[O:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86706205tert-butyl (4S,7S,10aS)-5-oxo-7-(propylcarbamoyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate

Product 1

HCID 68292610(4S,7S,10aS)-4-Amino-5-oxo-N-propyloctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxamide hydrochloride saltYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a round bottom flask was added tert-butyl (4S,7S,10aS)-5-oxo-7-(propylcarbamoyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate (43 mg, 0.11 mmol) and 4 M HCl in dioxane (1 mL). The mixture was stirred at rt for 1 hr. The reaction mixture was concentrated to give (4S,7S,10aS)-4-Amino-5-oxo-N-propyloctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxamide hydrochloride salt (36 mg, 0.11 mmol, 100% yield).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-1af407a3a3034a3c9f27c80bafa15c88
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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