Hydrochloric Acid → 2-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1,4,5,6,7,8-hexahydro-imidazo[4,5-d]azepine hydrochloride

HRID 1244360Notes

Reaction equation

HRID 1244360 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[N:15]=[C:16]([C:18]3[S:19][C:20]4[C:26]([N:27]5[CH2:32][CH2:31][O:30][CH2:29][CH2:28]5)=[CH:25][CH:24]=[C:23]([O:33][CH3:34])[C:21]=4[N:22]=3)[NH:17][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:35]>CO>[ClH:35].[CH3:34][O:33][C:23]1[C:21]2[N:22]=[C:18]([C:16]3[NH:17][C:11]4[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=4[N:15]=3)[S:19][C:20]=2[C:26]([N:27]2[CH2:28][CH2:29][O:30][CH2:31][CH2:32]2)=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 112716912-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine-6-carboxylic acid tert-butyl ester

Product 1

HCID 114415902-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1,4,5,6,7,8-hexahydro-imidazo[4,5-d]azepine hydrochlorideYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.70 g 2-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine-6-carboxylic acid tert-butyl ester were dissolved in 130 ml of a 7.7 molar solution of hydrogen chloride in methanol. After stirring at room temperature the solvent was distilled off and the residue was recrystallized from ethanol to yield 1.01 g (68%) 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1,4,5,6,7,8-hexahydro-imidazo[4,5-d]azepine hydrochloride as yellow solid; M.p.: 267–269° C.; MS (ISP): m/e=386 (M+H+).

Workup

  1. distillationwas distilled off
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-95eea970d87542ceaba110eaf22b5a49
Source dataset
uspto-grants-2006_10
Patent number
US07122545B2

Reaction notes

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