HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 11579568, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 11778364 | HCID 11778364 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11579568 | HCID 11579568 | 71% |
Reaction Steps
LiBH4 (62 mg, 2.04 mmol) was added to a solution of 3-Amino-2-carbamoyl-6-methyl-thieno[2,3-b]pyridine-4-carboxylic acid ethyl ester (205 mg, 0.73 mmol) in 10:1 THF:MeOH (15 mL) at room temperature. After stirring for 2 h, the reaction was quenched by addition of 1M HCl. The mixture was buffered to a pH ≈7, diluted with EtOAc, washed sequentially with H2O, brine, dried over Na2SO4, concentrated, and triturated with 50% EtOAc/hexane giving 3-amino-4-hydroxymethyl-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid amide (123 mg, 71%) as a yellow solid, m.p. >210° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06974870B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-7d5bc9a539004b4daf80bfa1ea3b15e9 |
| Source note | uspto-grants-2005_12 |