Hydrochloric Acid → HCID 178492007, compound

HRID 1244373Notes

Reaction equation

HRID 1244373 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]=[C:15]([C:17]3[S:18][C:19]4[C:25]([N:26]5[CH2:31][CH2:30][O:29][CH2:28][CH2:27]5)=[CH:24][CH:23]=[C:22]([O:32][CH3:33])[C:20]=4[N:21]=3)[NH:16][C:10]=2[CH2:9]1)=O)(C)(C)C.[ClH:34]>CO>[ClH:34].[CH3:33][O:32][C:22]1[C:20]2[N:21]=[C:17]([C:15]3[NH:14][C:11]4[CH2:12][CH2:13][NH:8][CH2:9][C:10]=4[N:16]=3)[S:18][C:19]=2[C:25]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 111556662-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester

Product 1

HCID 178492007HCID 178492007, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.08 g 2-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester was dissolved in 13 ml of a 7.7 molar solution of hydrogen chloride in methanol. After stirring at room temperature for 2 days the solvent was distilled off, toluene was added and distilled off and the residue was suspended in ethanol and filtered to yield 0.056 g (81%) 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine hydrochloride as yellow solid; M.p.: 268–271° C.; MS (ISP): m/e=372 (M+H+).

Workup

  1. distillationwas distilled off
  2. additiontoluene was added
  3. distillationdistilled off
  4. filtrationfiltered

Sources & evidence

ORD record
ord-874fdafb933146a5bf2c65c0b8bcc8a2
Source dataset
uspto-grants-2006_10
Patent number
US07122545B2

Reaction notes

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