HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → HCID 69591833, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | tert-butyl N-(2-methyl-1-oxopropan-2-yl)carbamate | HCID 14578674 | — |
| Reactant | 2-(1-amino-propyl)-3-benzyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one | HCID 22179976 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69591833 | HCID 69591833 | 258% |
Reaction Steps
(1,1-Dimethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester (88.0 mg, 0.047 mmol) and 2-(1-amino-propyl)-3-benzyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one (Example 26, 100 mg, 0.314 mmol) in CH3OH (20 mL) was stirred at 25° C. for 1 h and then treated with NaCNBH3 (29.5 mg, 0.47 mmol). The mixture was stirred for 0.5 h at which time a white precipitate had formed. The precipitate was collected, washed with cold CH3OH and air dried to afford the desired material (55 mg, 39%) as a white crystalline solid: 1H NMR (DMSO-d6, 400 MHz) δ 7.36 (s, 1H), 7.10 (m, 5H), 6.82 (s, 1H), 6.46 (s, 1H), 5.47 (s, 1H), 5.20 (m, 2H), 3.55 (s, 1H), 2.45 (s, 1H), 2.22 (s, 1H), 1.84 (s, 1H), 1.64 (m, 1H), 1.53 (m, 1H), 1.26 (s, 9H), 1.01 (s, 6H), 0.72 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030118B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-af64e1fcac9948dc8af3222af61c8405 |
| Source note | uspto-grants-2006_04 |