Hydrochloric Acid → HCID 10268604, compound

HRID 2216323Notes

Reaction equation

HRID 2216323 reaction equation
[ClH:1].[NH2:2][C:3]1[S:4][C:5]2[CH:11]=[C:10]([NH:12][C:13]([C@@H:15]3[CH2:19][CH2:18][CH2:17][N:16]3C(OC(C)(C)C)=O)=[O:14])[CH:9]=[CH:8][C:6]=2[N:7]=1>C(O)(=O)C>[ClH:1].[ClH:1].[NH2:2][C:3]1[S:4][C:5]2[CH:11]=[C:10]([NH:12][C:13]([C@@H:15]3[CH2:19][CH2:18][CH2:17][NH:16]3)=[O:14])[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58700737HCID 58700737, compound

Product 1

HCID 10268604HCID 10268604, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

HCl gas was bubbled for 50 minutes through a solution of tert-butyl (2S)-2-{[(2-amino-1,3-benzothiazol-6-yl)amino]carbonyl}-1-pyrrolidinecarboxylate (2.21 g, 6.1 mmol) in 6 mL of anhydrous acetic acid at room temperature. Acetic acid was evaporated under reduced pressure and the residue was triturated several times with diethyl ether and dried above NaOH to yield 1.35 g (54%) of the title compound as brownish solid.

Workup

  1. customAcetic acid was evaporated under reduced pressure
  2. customthe residue was triturated several times with diethyl ether
  3. dry with materialdried above NaOH

Sources & evidence

ORD record
ord-227e3a520fdd4b2dbc067083436ab0c7
Source dataset
uspto-grants-2006_09
Patent number
US07112590B2

Reaction notes

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