Chloroform → HCID 18536377, compound

HRID 412628Notes

Reaction equation

HRID 412628 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH2:34][C:35]3[N:39]([CH2:40][C:41](=[O:49])[NH:42][CH:43]4[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]4)[C:38]4[CH:50]=[CH:51][C:52]([C:54]([NH2:56])=[NH:55])=[CH:53][C:37]=4[N:36]=3)[C:22](=[O:33])[C:23]3[CH:28]=[CH:27][C:26]([C:29]([O:31][CH3:32])=[O:30])=[CH:25][CH:24]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(Cl)(Cl)[Cl:65]>>[ClH:65].[ClH:65].[NH:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH2:34][C:35]3[N:39]([CH2:40][C:41](=[O:49])[NH:42][CH:43]4[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]4)[C:38]4[CH:50]=[CH:51][C:52]([C:54]([NH2:56])=[NH:55])=[CH:53][C:37]=4[N:36]=3)[C:22](=[O:33])[C:23]3[CH:24]=[CH:25][C:26]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:28]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 6212ChloroformHCID 6422Trifluoroacetic acidHCID 18536372HCID 18536372, compound

Product 1

HCID 18536377HCID 18536377, compound

Procedure

To a solution of 2-[N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(cyclohexylcarbamoylmethyl)-benzimidazole-5-carboxamidine (201 mg) in chloroform (1 ml) was added trifluoroacetic acid (1 ml), and the mixture was stirred for 5 min. After completion of the reaction, the solvent was evaporated and to the obtained residue was added a 1N hydrogen chloride-diethyl ether solution. The obtained solid was collected by filtration and dried under reduced pressure to give the title compound (175 mg).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated and to the obtained residue
  3. additionwas added a 1N hydrogen chloride-diethyl ether solution
  4. filtrationThe obtained solid was collected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-d63f76ec6aba42ad9ca2975ec0676507
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

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