ChemicalBook CAS DataBase List tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate

tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate synthesis

6synthesis methods

Product Name:tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate
CAS Number:1201187-44-1
Molecular formula:C18H20N4O4S
Molecular Weight:388.44

4248-19-5 Synthesis

4248-19-5
380 suppliers
$5.00/5g

1201186-54-0 Synthesis

1201186-54-0
177 suppliers
$41.00/100mg

tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate

1201187-44-1
211 suppliers
$220.00/250mg

Yield:1201187-44-1 75%

Reaction Conditions:

with palladium diacetate;potassium carbonate;4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene in 1,4-dioxane at 105; for 2.5 h;

Steps:

56.3 Step 3: tert-butyl (5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)carbamate
To a solution of 2-bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine (624 mg, 1.77 mmol) in1,4-dioxane (10 mL) were added tert-butyl carbamate (311 mg, 2.65 mmol), potassium carbonate(734 mg, 5.31 mmol), xantphos (209 mg, 0.35 mmol) and palladium acetate (41 mg, 0.17 mmol).The mixture was heated to 105 oc and stirred for 2.5 h. The reaction mixture was concentrated invacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 1011)to give the title compound as a white solid (513 mg, 75 %).

References:

SUNSHINE LAKE PHARMA CO., LTD.;TANG, Changhua;REN, Qingyun;YIN, Junjun;YI, Kai;LEI, Yibo;WANG, Yejun;ZHANG, Yingjun WO2018/108125, 2018, A1 Location in patent:Paragraph 00588

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875781-41-2 Synthesis