Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tanogitran | HCID 9826322 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 9936285 | HCID 9936285 | — |
Reaction Steps
A suspension of 11 g (23 mmol) of (R)-2-(4-amidinophenylaminomethyl)-1-methyl-5-[1-(carboxymethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole in 88 mL methanol is heated to 35° C. to 40° C. To this suspension are added 8.4 mL of a 2.75 molar solution of hydrogen chloride (23 mmol) in ethyl acetate. The starting material is dissolved and the hydrochloride begins to crystallise out. The suspension is cooled to 20° C. and suction filtered. The filter cake is dried in the vacuum drying cupboard at 35° C. 9.2 g (78% of theory) of the title compound are obtained as a crystalline solid. To eliminate traces of methanol 8 g of the title compound obtained above are suspended in 80 mL of ethanol and stirred for 30 minutes at 50° C. The suspension is cooled to 20° C. and suction filtered. The filter cake is washed with ethanol and dried in the vacuum drying cupboard at 35° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07169934B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-43a958c9197249cf9ae06d00ebfd3aca |
|---|
| Source note | uspto-grants-2007_01 |
|---|