Hydrochloric Acid → HCID 86667230, compound

HRID 2367733Notes

Reaction equation

HRID 2367733 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15](=[O:27])[NH:16][C:17]2[S:18][C:19]3[CH2:20][N:21]([CH3:26])[CH2:22][CH2:23][C:24]=3[N:25]=2)[CH:10]=1)(C)(C)C.[ClH:29]>C(Cl)Cl.CCOCC.CCCCCC>[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[CH2:20][N:21]([CH3:26])[CH2:22][CH2:23][C:24]=2[N:25]=1)=[O:27].[ClH:29].[ClH:29].[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[CH2:20][N:21]([CH3:26])[CH2:22][CH2:23][C:24]=2[N:25]=1)=[O:27]

Participants

7

Reactant 2

HCID 313Hydrochloric AcidHCID 86667231HCID 86667231, compound

Product 2

HCID 59190893HCID 59190893, compoundHCID 86667230HCID 86667230, compoundYield 197.3%

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

To a solution of [3-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester (3.56 g, 8.76 mmol) in anhydrous DCM (175 mL) at rt add HCl (44 mL 4M solution in 1,4-dioxane, 175 mmol) and stir the reaction at rt for 24 h. Dilute the solid suspension with Et2O (300 mL) and hexane (500 mL), stir vigorously for 20 min Filter and wash with Et2O and hexane to afford the desired product 3-aminomethyl-N-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)-benzamide dihydrochloride as a solid (3.28 g, 8.64 mmol).

Workup

  1. customthe reaction at rt for 24 h
  2. stirringstir vigorously for 20 min
  3. filtrationFilter
  4. washwash with Et2O and hexane

Sources & evidence

ORD record
ord-68bab221b6064090b9bc14639c4303dd
Source dataset
uspto-grants-2014_04
Patent number
US08697911B2

Reaction notes

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