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ChemicalBook CAS DataBase List 5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine

5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine synthesis

3synthesis methods
335654-06-3 Synthesis
2-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE

335654-06-3
188 suppliers
$7.00/100mg

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Yield: 99%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 0 - 20; for 2 h;Inert atmosphere;

Steps:

1 Step 1: 5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine
To a stirred solution of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (20 g, 130 mmol) in DMF (300 mL) was added NBS (27.8 g, 156 mmol) at 0 oC under nitrogen atmosphere. The resulting solution was stirred for 2 h at room temperature. The resulting solution was poured into ice/water (1000 mL). Solid was precipitated and filtered. The filter cake was dried in a vacuum oven at room temperature to afford 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine (30 g, 99%) as a white solid. 1H NMR (400 MHz, DMSO-d6) d 12.79 (br s, 1H), 8.86 (s, 1H), 7.90 (d, J = 2.5 Hz, 1H). LC/MS (ESI, m/z): [(M + 1)]+ = 231.95, 233.90, 235.95

References:

KYMERA THERAPEUTICS, INC.;JI, Nan;MAINOLFI, Nello;WEISS, Matthew WO2020/10210, 2020, A1 Location in patent:Paragraph 00683

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