HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [4-(9H-Pyrimido[4,5-b]indol-4-yl)-morpholin-2-ylmethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-chloro-9H-pyrimido(4,5-b)indole | HCID 5806408 | — |
| Reactant | tert-butyl N-(morpholin-2-ylmethyl)carbamate | HCID 19081107 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [4-(9H-Pyrimido[4,5-b]indol-4-yl)-morpholin-2-ylmethyl]-carbamic acid tert-butyl ester | HCID 59447938 | 25% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 4-chloro-9H-pyrimido[4,5-b]indole (0.045 g, 0.221 mmol), morpholin-2-ylmethyl-carbamic acid tert-butyl ester (0.055 g, 0.25 mmol) and triethylamine (0.10 mL, 0.75 mmol) in DMF (0.70 mL) was heated to 120° C. in a microwave reactor for 1 hour. The cooled solution was partitioned between water (20 mL) and ethyl acetate (20 mL). The organic extract was dried (Na2SO4), filtered and concentrated. Flash column chromatography, eluting with ethyl acetate, gave the title compound as a yellow solid (0.021 g, 0.0548 mmol, 25%). LC-MS (3) Rt 5.57 min; m/z (ESI) 384 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618121B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-7a6c4cdc0c9b4c07ac500df5ec34e625 |
| Source note | uspto-grants-2013_12 |