HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 71209082, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 71208778 | HCID 71208778 | — |
| Product | HCID 71209082 | HCID 71209082 | 71.5% |
Reaction Steps
A solution of 2-amino-1-cyclopropyl-4,5,6,7-tetrahydro-1H-indole-3-carbonitrile (3 g, 14.91 mmol) in acetic anhydride (24 ml, 254 mmol) was stirred at rt for 2.5 hours. The precipitate was filtered, washed with Ac2O, and dried to give N-(3-cyano-1-cyclopropyl-4,5,6,7-tetrahydro-1H-indol-2-yl)acetamide (2.5948 g, 10.66 mmol, 71.5% yield) as white solid. The filtrate was concentrated, suspended with Et2O, stirred, and filtered to give additional product (690 mg, 2.84 mmol, 19.03% yield) as light brown solid: 1H NMR (400 MHz, CHLOROFORM-d) δ=7.22 (br. s., 2 H), 2.98-2.86 (m, 1 H), 2.56 (t, J=5.9 Hz, 2 H), 2.49 (t, J=5.9 Hz, 2 H), 2.22 (s, 3 H), 1.88-1.65 (m, 4 H), 1.01-0.89 (m, 2 H), 0.88-0.76 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609653B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-027508267c0f46cd9b1a7eb5c28a5ea5 |
| Source note | uspto-grants-2013_12 |