Hydrochloric Acid → HCID 86762222, compound

HRID 338133Notes

Reaction equation

HRID 338133 reaction equation
[C:1]([NH:9][C:10]1[S:11][CH2:12][C@@H:13]2[CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][C@:14]2([C:26]2[S:27][CH:28]=[CH:29][CH:30]=2)[N:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:31]>O1CCOCC1>[ClH:31].[S:27]1[CH:28]=[CH:29][CH:30]=[C:26]1[C@:14]12[CH2:16][NH:17][CH2:18][C@H:13]1[CH2:12][S:11][C:10]([NH:9][C:1](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[N:15]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86762224HCID 86762224, compound

Product 1

HCID 86762222HCID 86762222, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate (1.3 g, 2.93 mmol) in 1,4 dioxane (60 mL) is added drop wise 4 N hydrogen chloride in 1,4 dioxane (14.6 mL, 58.6 mmol). The reaction is stirred for 4 hours. The solution is concentrated to give the title compound (1.1 g, 99%). ES/MS (m/e): 344 (M+H).

Workup

  1. concentrationThe solution is concentrated

Sources & evidence

ORD record
ord-e4ae07538cec43deb0fe91776af71626
Source dataset
uspto-grants-2014_11
Patent number
US08889856B2

Reaction notes

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