Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 86648342 | HCID 86648342 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 68626787 | HCID 68626787 | 81.8% |
Reaction Steps
Upon cooling by an ice-water bath, to a solution of 10 mL hydrochloric acid (8 N) was added dropwise 5-cyclopentyl-5-isocyanato-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 16e obtained from the above step. Then the ice-water bath was removed and the reaction mixture was reacted at 50° C. for 15 minutes. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was adjusted to pH>8 with concentrated ammonia and extracted with ethyl acetate. The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound 5-amino-5-cyclopentyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid dimethylamide 16f (0.18 g, yield 81.8%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415349B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-bb11013ea9624b1b8c297e30f9d05c06 |
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| Source note | uspto-grants-2013_04 |
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