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Chemistry
Organic Building Blocks
Bromides
5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine
Chemistry
Organic Building Blocks
Heterocyclic Building Blocks
Bromides
Chlorides Other Aromatic Heterocycles

[ CAS No. 1266343-30-9 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 1266343-30-9
Chemical Structure| 1266343-30-9
Structure of 1266343-30-9 *Storage: {[proInfo.prStorage]}

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Quality Control of [ 1266343-30-9 ]

COA NMR CNMR HPLC LC-MS

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SDS

Product Details of [ 1266343-30-9 ]

CAS No. :1266343-30-9MDL No. :MFCD14635647
Formula : C7H5BrClN3 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :246.49Pubchem ID :66545160
Synonyms :

Computed Properties of [ 1266343-30-9 ]

TPSA : 30.7 H-Bond Acceptor Count : 2
XLogP3 : 2.3 H-Bond Donor Count : 0
SP3 : 0.14 Rotatable Bond Count : 0

Safety of [ 1266343-30-9 ]

Signal Word:WarningClassN/A
Precautionary Statements:P280UN#:N/A
Hazard Statements:H302-H312-H332Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1266343-30-9 ]

  • Upstream synthesis route of [ 1266343-30-9 ]
  • Downstream synthetic route of [ 1266343-30-9 ]

[ 1266343-30-9 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 7781-10-4 ]
  • [ 1266343-30-9 ]
YieldReaction ConditionsOperation in experiment
93% With N-Bromosuccinimide In dichloromethane at 0 - 25℃; for 2.00 h; Example 1 5-(1H-1,3-Benzodiazol-2-yl)-7-methyl-N-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine[0122]STEP 1: 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine [Chem. 3]To a stirred solution of 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (WO2005/095357, 6.02 g, 35.9 mmol) in dichloromethane (120 mL) was added N-bromosuccinimide (7.67 g, 43.1 mmol) at 0 oC. The resulting mixture was stirred at room temperature for 2 hrs. The reaction mixture was quenched with saturated sodium bicarbonate aqueous solution (200 mL), and extracted with dichloromethane (200 mL). The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (dichloromethane/ethyl acetate=10/1) to give the title compound (8.27 g, 93percent) as a white solid.;LCMS (Method A) m/z: M+1 247.9; tR = 2.70 min.
86% With N-Bromosuccinimide In dichloromethane at 15 - 23℃; for 3.00 h; Add N-bromosuccinimide (418 g, 2.35 mol) portionwise over 20 min at 15 °C to a solution of 4-chloro-7-methyl-pyrrolo[2,3-d]pyrimidine (355 g, 2.12 mol) indichloromethane (3.19 L), and stir at 23 °C for 3 h. After this time, filter, wash with H20 (5.32 L), and dry to give the title compound (448 g, 86percent) as a white solid. ES/MS m/z (35C1,79Br) 245.9 (M+H).
Reference： [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 16, p. 7193 - 7207
[2] Patent: WO2011/18894, 2011, A1. Location in patent: Page/Page column 25-26
[3] Patent: WO2018/194885, 2018, A1. Location in patent: Page/Page column 16
[4] Patent: WO2011/119663, 2011, A1. Location in patent: Page/Page column 82
[5] MedChemComm, 2014, vol. 5, # 10, p. 1500 - 1506
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  • [ 3680-69-1 ]
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Reference： [1] Patent: WO2011/119663, 2011, A1
[2] MedChemComm, 2014, vol. 5, # 10, p. 1500 - 1506
[3] Patent: WO2018/194885, 2018, A1

Tags: 1266343-30-9 synthesis path| 1266343-30-9 SDS| 1266343-30-9 COA| 1266343-30-9 purity| 1266343-30-9 application| 1266343-30-9 NMR| 1266343-30-9 COA| 1266343-30-9 structure

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