HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 10111024, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Morpholine, 4-(chloroacetyl)- | HCID 74040 | — |
| Reactant | HCID 9856583 | HCID 9856583 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10111024 | HCID 10111024 | 53.1% |
Reaction Steps
A stirred solution of 6-(5-methoxy-1H-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine [70 mg, Example 11] in dry dimethylformamide (10 mL) was treated with sodium hydride (21.6 mg, 60% dispersion in mineral oil). After stirring for 30 minutes this mixture was treated with a solution of 4-(2-chloroacetyl)morpholine (44.1 mg) in dimethylformamide (1 mL) and stirring was continued for a further 3 hours. The reaction mixture was poured into water (20 mL) and then extracted three times with ethyl acetate (30 mL). The combined extracts were dried over sodium sulfate and then evaporated. The residue was triturated with diethyl ether to give the title compound (55 mg) as a yellow solid, m.p. 263-267° C. MS: 392.21 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943616B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-6e6da5dbca1341e2ae72880cf10fe064 |
| Source note | uspto-grants-2011_05 |