HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 135491729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3-Methoxyphenyl)acetic acid | HCID 15719 | — |
| Reactant | HCID 136010270 | HCID 136010270 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 135491729 | HCID 135491729 | 21.5% |
Reaction Steps
A suspension of 5-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1,3,4-thiadiazol-2-amine (0.050 g, 0.23 mmol), 3-methoxyphenylacetic acid (0.038 g, 0.23 mml), triethylamine (0.1 mL) and BtSO2CH3 (0.055 g, 0.28 mml) in THF (3 mL) and DMF (0.3 mL) was heated in a microwave oven for 20 min. The brown solution was added to water (50 mL) and ethyl acetate (50 mL). Brine (10 ml) was added to separate the layers. The organic phase was separated and washed with water (2×50 mL). The organic layer was concentrated to give a solid which was placed in a small Buchner funnel and washed with methanol (2×5 mL) and ethyl acetate (2×5 mL). The brown solid collected was dried under vacuum to afford the desired product (0.018 g, 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514448B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-ba890854a2334c299052a0baa095e85d |
| Source note | uspto-grants-2009_04 |