tert-butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate7(6H)-carboxylic acid synthesis
- Product Name:tert-butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate7(6H)-carboxylic acid
- CAS Number:946198-89-6
- Molecular formula:C14H16ClN3O2S
- Molecular Weight:325.81
874801-60-2
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946198-89-6
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Yield:946198-89-6 93%
Reaction Conditions:
with triethylamine;trichlorophosphate in sulfolane at 20 - 70; for 2.5 h;
Steps:
11A
To sulfolane (3.19 L) was added phosphoryl chloride (785 g, 5.12 mol) at rt. Triethylamine (518 g, 5.12 mol) was added dropwise with water-bath cooling. tert-Butyl 4-oxo-3,5,6,8-tetrahydropyrido-[4l,3':4,5]thieno[2,3-d]pyrimidine-7(4H)-carboxylate from Example 1OA (525.5 g, 1.706 mol) and additional sulfolane (1.34 L) were added, and the mixture was heated to 70°C for 2.5 h. The mixture was cooled to rt, and triethylamine (967 g, 9.56 mol) was added. A semi-saturated aqueous sodium chloride solution (10 L) was added during which the mixture was cooled with an ice-bath. After stirring at rt for 2 h, the precipitate was collected by suction filtration and washed three times with water (1.5 L). The residue was dried to yield 517 g (93%) of the title compound.1H-NMR (400 MHz, DMSO-d6): δ = 1.44 (s, 9H), 3.07-3.12 (m, 2H), 3.71 (t, 2H), 4.75 (s, 2H), 8.86 (s, IH).LC/MS (method 4): R, = 2.66 min; MS (ESIpos): m/z = 326 [M+H]+.
References:
WO2009/33581,2009,A1 Location in patent:Page/Page column 63
79099-07-3
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946198-89-6
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![2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRIDINE-3,6-DICARBOXYLIC ACID 6-TERT BUTYL ESTER 3-ETHYL ESTER](/CAS/GIF/193537-14-3.gif)
193537-14-3
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946198-89-6
40 suppliers
$45.00/50mg