| Identification | Back Directory | [Name]
7-tert-butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate | [CAS]
1053656-22-6 | [Synonyms]
7-tert-butyl 2-ethyl 5
7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)
Ethyl 7-Boc-5,6,7,8-tetrahydro-imidazo[1,2-a]pyrazine-2-carboxylate
7-tert-butyl 2-ethyl 5H,6H,7H,8H-imidazo[1,2-a]pyrazine-2,7-dicarboxylate
Ethyl 7-BOC-3-broMo-5,6,7,8-tetrahydroiMidazo[1,2-a]pyrazine-2-carboxylate
7-tert-butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate
7-O-tert-butyl 2-O-ethyl 6,8-dihydro-5H-imidazo[1,2-a]pyrazine-2,7-dicarboxylate
5,6-dihydroimidazo(1,2-a)pyrazine-2,7(8h)-dicarboxylic acid 7-tert-butyl 2-ethyl
5,6-Dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylic acid 7-tert-butyl 2-ethyl ester
5,6-Dihydro-8H-imidazo[1,2-a]pyrazine-2,7-dicarboxylic acid 7-tert-butyl ester 2-ethyl ester
Ethyl 7-(tert-Butoxycarbonyl)-3-bromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate
Imidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylic acid, 5,6-dihydro-, 7-(1,1-dimethylethyl) 2-ethyl ester
ENCHEM IMIDAZO[1,2-A]PYRAZINE-2,7(8H)-DICARBOXYLICACID, 5,6-DIHYDRO-, 7-(1,1-DIMETHYLETHYL) 2-ETHYL ESTER 1053656-22-6 | [Molecular Formula]
C14H21N3O4 | [MDL Number]
MFCD10566312 | [MOL File]
1053656-22-6.mol | [Molecular Weight]
295.33 |
| Chemical Properties | Back Directory | [Boiling point ]
457.7±35.0 °C(Predicted) | [density ]
1.24 | [storage temp. ]
2-8°C | [pka]
4.06±0.20(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C14H21N3O4/c1-5-20-12(18)10-8-16-6-7-17(9-11(16)15-10)13(19)21-14(2,3)4/h8H,5-7,9H2,1-4H3 | [InChIKey]
UQNMISYKKAQDDT-UHFFFAOYSA-N | [SMILES]
C12=NC(C(OCC)=O)=CN1CCN(C(OC(C)(C)C)=O)C2 |
| Hazard Information | Back Directory | [Synthesis]
Method A - Step b: Preparation of 7-tert-butyl-2-ethyl-5,6-dihydroimidazo[1,2-a]pyrazine-2-dicarboxylate
[0080] In 500 mL of ethanol, ethyl imidazo[1,2-a]pyrazine-2-carboxylate (1 g, 5.2 mmol), di-tert-butyl dicarbonate (Boc2O, 3.0 g, 18 mmol), and 200 mg of 10% Pd/C (50% wetted) were added. The reaction mixture was stirred at room temperature for 24 h under hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered to remove the catalyst and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with the eluent being a solvent mixture of dichloromethane and methanol (CH2Cl2:MeOH = 50:1). Ethyl 7-Boc-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate was finally obtained as a yellow oil (0.973 g, 63% yield).
1H NMR (400 MHz, CDCl3) δ 7.51 (s, 1H), 4.68 (s, 2H), 4.30 (q, J = 7.1 Hz, 2H), 4.00 (t, J = 5.2 Hz, 2H), 3.82 (t, J = 5.2 Hz, 2H), 1.43 (s, 9H), 1.21 (t, J = 7.1 Hz, 3H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 10, p. 2300 - 2304
[2] Patent: WO2014/113191, 2014, A1. Location in patent: Paragraph 0079; 0080
[3] Patent: US2009/186899, 2009, A1. Location in patent: Page/Page column 45-47
[4] Patent: WO2009/90055, 2009, A1. Location in patent: Page/Page column 135 |
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