2,4-dichloro-7H-Pyrrolo[2,3-d]pyriMidine-7-carboxylic acid 1,1-diMethylethyl ester synthesis
- Product Name:2,4-dichloro-7H-Pyrrolo[2,3-d]pyriMidine-7-carboxylic acid 1,1-diMethylethyl ester
- CAS Number:1038588-24-7
- Molecular formula:C11H11Cl2N3O2
- Molecular Weight:288.13
24424-99-5
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1038588-24-7
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Yield:1038588-24-7 70.5%
Reaction Conditions:
with dmap;N-ethyl-N,N-diisopropylamine in dichloromethane for 2 h;
Steps:
123.1 Synthesis of tert-butyl 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate
4-Dimethylamino pyridine (650 mg, 5.32 mmol), Boc anhydride (8710 mg, 39.9 mmol) and diisopropyl ethylamine (4120 mg, 31.9 mmol) were subsequently added to a stirred suspension of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimi- dine (5000 mg, 26.59 mmol) in dichioromethane (50 ml) and the mixture was stirred for 2 h at tt. The solvent was removed under reduced pressure to give crude product which was purified by column chromatography with dichioromethane to give 5.4 g (70.5% yield) PPP-3 as yellow solid. LCMS [M+1 - 2C1-Boc] 120.1; ‘H NMR (400 MHz, CDC13) ? ppm 1.70 (s, 9H) 6.66 (d, J=4.03 Hz, 1H) 7.71 (d, J=4.16 Hz, 1H).
References:
Pfizer Inc.;Tatlock, John Howard;McAlpine, Indrawan James;Tran-Dube, Michelle Bich;Rui, Eugene Yuanjin;Wythes, Martin James;Kumpf, Robert Arnold;McTigue, Michele Ann US2016/244475, 2016, A1 Location in patent:Paragraph 0608; 0609