Hydrochloric Acid → HCID 86667232, compound

HRID 2367735Notes

Reaction equation

HRID 2367735 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15](=[O:29])[NH:16][C:17]2[S:18][C:19]3[CH2:25][C@@H:24]([N:26]([CH3:28])[CH3:27])[CH2:23][CH2:22][C:20]=3[N:21]=2)[CH:10]=1)(C)(C)C.[ClH:31].O1CCOCC1>C(Cl)Cl.CO.CCOCC>[NH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[C:15]([NH:16][C:17]1[S:18][C:19]2[CH2:25][C@@H:24]([N:26]([CH3:28])[CH3:27])[CH2:23][CH2:22][C:20]=2[N:21]=1)=[O:29].[ClH:31].[ClH:31].[NH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[C:15]([NH:16][C:17]1[S:18][C:19]2[CH2:25][C@@H:24]([N:26]([CH3:28])[CH3:27])[CH2:23][CH2:22][C:20]=2[N:21]=1)=[O:29]

Participants

8

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86667234HCID 86667234, compound

Product 2

HCID 86667232HCID 86667232, compoundHCID 86667233HCID 86667233, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of [3-((S)-6-Dimethylamino-4,5,6,7-tetrahydro-benzothiazol-2-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester (1.60 g, 3.72 mmol) in DCM (40 mL) and MeOH (0.5 mL) at rt add 4M HCl in dioxane (4.65 mL, 18.6 mmol) and stir the reaction at rt overnight. Dilute the solid suspension with Et2O (300 mL) then filter and wash with Et2O to afford the desired product 3-aminomethyl-N—((S)-6-dimethylamino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-benzamide dihydrochloride as a solid (1.32 g, 3.27 mmol).

Workup

  1. customthe reaction at rt overnight
  2. filtrationthen filter
  3. washwash with Et2O

Sources & evidence

ORD record
ord-e1735149bcb04b4d95abe711e87141f3
Source dataset
uspto-grants-2014_04
Patent number
US08697911B2

Reaction notes

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