HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-[(R)-1-(2,7-Diaza-spiro[3.5]non-2-yl)-indan-5-yl]-pyrazine-2-carboxylic acid amide dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-[(R)-5-(5-Carbamoyl-pyrazin-2-yl)-indan-1-yl]-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester | HCID 67411345 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-[(R)-1-(2,7-Diaza-spiro[3.5]non-2-yl)-indan-5-yl]-pyrazine-2-carboxylic acid amide dihydrochloride | HCID 86657726 | 45% |
Reaction Steps
To 2-[(R)-5-(5-carbamoyl-pyrazin-2-yl)-indan-1-yl]-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester (10-1b, 150 mg, 0.32 mmol) was added 5 mL of 4N HCl in dioxane. The mixture was stirred for 3 hours. The volatiles were removed under reduced pressure to give the title compound as a brown solid (65 mg, 45%). MS (APCI) 364.2 (M+H)+. 1H NMR (CD3OD) δ 2.20-2.24 (m, 4H), 2.63 (s, 1H), 3.15 (d, 4H), 3.29-3.38 (m, 3H), 4.25 (s, 3H), 4.48 (s, 1H), 5.10 (br s, 1H), 7.79 (d, 1H), 8.18 (d, 1H), 8.24 (s, 1H), 9.22 (s, 1H), 9.30 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609680B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-a493f783f37f45d6a9206d41022120c1 |
| Source note | uspto-grants-2013_12 |