Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | HCID 67414524 | HCID 67414524 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67414308 | HCID 67414308 | 62% |
Reaction Steps
To a solution of 0.11 g (0.26 mmol) of 7-bromomethyl-5-chloro-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester in THF (1 ml) at RT, 40 μl of morpholine was added. The reaction mixture was stirred at 40° C. for one hour and concentrated under vacuo. The crude was dissolved in CH2Cl2 (1 m) and at RT, 0.2 ml of TFA was added and stirring was continued over night. Preparative HPLC (30% CH3CN/H2O) afforded 53 mg (62%) of 5-chloro-7-morpholin-4-ylmethyl-1H-indole-2-carboxylic acid ethyl ester as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08202993B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-d1d22b3d78984d1eb6ac7b6b2e1fd654 |
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| Source note | uspto-grants-2012_06 |
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