
2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine synthesis
- Product Name:2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine
- CAS Number:90213-67-5
- Molecular formula:C7H5Cl2N3
- Molecular Weight:202.04

90213-66-4
504 suppliers
$8.00/250mg

74-88-4
352 suppliers
$15.00/10g
![2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine](/CAS/GIF/90213-67-5.gif)
90213-67-5
66 suppliers
$10.00/100mg
Yield: 98%
Reaction Conditions:
Stage #1:2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine with sodium hydride in tetrahydrofuran;acetonitrile at 0; for 0.5 h;
Stage #2:methyl iodide in tetrahydrofuran;acetonitrile at 0 - 20;
Steps:
HH.1; VV.1 Step 1: Synthesis of 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine
To a solution of sodium hydride (480 mg, 12.00 mmol, 1.10 equiv, 60%) in tetrahydrofuran (50 mL), a solution of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (2 g, 10.64 mmol, 1.00 equiv) in tetrahydrofuran (50 mL) was slowly added.
The resulting solution was stirred at 0° C. for 30 min followed by the addition of methyl iodide (1.66 g, 11.70 mmol, 1.10 equiv) at 0° C.
The mixture was stirred at room temperature overnight.
After completion, 20 mL of water was added to the mixture and the solution was extracted with ethyl acetate and washed with brine.
The organic phase was dried over anhydrous sodium sulfate, filtered and then concentrated under vacuum.
The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1:5) to afford 2.1 g (98%) of 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine as a white solid. LC-MS (ES, m/z): 202 [M+H]
References:
Genentech, Inc.;Blaquiere, Nicole;Castanedo, Georgette;Feng, Jianwen A.;Hu, Baihua;Staben, Steven;Yuen, Po-wai;Wu, Guosheng;Lin, Xingyu;Burch, Jason US2015/57260, 2015, A1 Location in patent:Paragraph 0436; 0437; 0588; 0589

90213-66-4
504 suppliers
$8.00/250mg
![2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine](/CAS/GIF/90213-67-5.gif)
90213-67-5
66 suppliers
$10.00/100mg
![2-Amino-4-chloropyrrolo[2,3-d]pyrimidine](/CAS/GIF/84955-31-7.gif)
84955-31-7
208 suppliers
$5.00/250mg
![2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine](/CAS/GIF/90213-67-5.gif)
90213-67-5
66 suppliers
$10.00/100mg

52133-67-2
198 suppliers
$8.00/1g
![2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine](/CAS/GIF/90213-67-5.gif)
90213-67-5
66 suppliers
$10.00/100mg
![7H-Pyrrolo[2,3-d]pyrimidine-2,4-diol](/CAS/GIF/39929-79-8.gif)
39929-79-8
200 suppliers
$8.00/250mg
![2,4-dichloro-7-Methyl-7H-pyrrolo[2,3-d]pyriMidine](/CAS/GIF/90213-67-5.gif)
90213-67-5
66 suppliers
$10.00/100mg