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Chemical Structure| 352328-87-1 Chemical Structure| 352328-87-1

Structure of 352328-87-1

Chemical Structure| 352328-87-1

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Product Details of [ 352328-87-1 ]

CAS No. :352328-87-1
Formula : C8H6BrN3OS
M.W : 272.12
SMILES Code : O=C1C(Br)=CC2=CN=C(SC)N=C2N1
MDL No. :MFCD21648262
InChI Key :FEDCSLRPQNWUHW-UHFFFAOYSA-N
Pubchem ID :22134720

Safety of [ 352328-87-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H302
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 352328-87-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 352328-87-1 ]

[ 352328-87-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 211244-81-4 ]
  • [ 352328-87-1 ]
YieldReaction ConditionsOperation in experiment
92% With bromine; acetic acid; at 20℃; for 48h; 2-methylthio-pyrido [2,3-d] pyrimidin-7-one (300mg) (as shown in the formula the compound 4-b) dispersingIn glacial acetic acid (10ml), was added bromine (0.16mL), the reaction mixture was stirred at room temperature 48h. After completion of the reactionDichloromethane was added, filtered, washed with methanol to give a white solid (390mg, 92%) (as defined in formulaThe compound represented by 4-c):
48% With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; To a solution of <strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (1.00 g, 5.18 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.59 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.50 mmol, 48%). ESMS m/z 272 (M+H)+; 1H NuMR (400 MHz, DMSO-J6) delta ppm 12.88 (br. S., 1 H), 8.84 (s, 1 H), 8.47 (s, 1 H), 2.57 (s, 3H).
48% With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; for 18h; Step 1: Synthesis of 6-bromo-2-(methylthio)pyrido [2,3-d] pyrimidin-7(8H)-one (14).[00387] To a solution of <strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (8, 1.00 g, 5.2 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.6 mmol) in small portions at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.5 mmol, 48%). ESMS m/z 272 (M+H)+; 1H NMR (400 MHz, DMSO- 6) delta ppm 12.88 (br. s., 1H), 8.84 (s, 1H), 8.47 (s, 1H), 2.57 (s, 3H).
48% With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; for 18h; Step 1: Synthesis of 6-bromo-<strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (2).[00378] To a solution of <strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (1, 1.00 g, 5.18 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.59 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.50 mmol, 48%). ESMS m/z 272 (M+H)+; 1H NMR (400 MHz, DMSO- 6) delta ppm 12.88 (br. s., 1H), 8.84 (s, 1H), 8.47 (s, 1H), 2.57 (s, 3H).
48% With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; for 18h; Step 1: Synthesis of 6-bromo-<strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (7)·[00372] To a solution of <strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (6, 1.00 g, 5.2 mmol) in anhydrous dimethylformamide (25 mL) was added A jromosuccinimide (0.99 g, 5.6 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.5 mmol, 48%). ESMS m/z 272 (M+H)+; ¾ NMR (400 MHz, DMSO-<¾ delta ppm 12.88 (br. s, 1H), 8.84 (s, 1H), 8.47 (s, 1H), 2.57 (s, 3H).
48% With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; for 18h; To a solution of <strong>[211244-81-4]2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one</strong> (1, 1.00 g, 5.18 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.59 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.50 mmol, 48%). ESMS m/z 272 (M+H)+; ? NMR (400 MHz, DMSO-c/6) delta ppm 12.88 (br. s., 1 H), 8.84 (s, 1 H), 8.47 (s, 1H), 2.57 (s, 3H).
48% With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20℃; for 18h; [00485] To a solution of <strong>[211244-81-4]2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one</strong> (1) (1.00 g, 5.18 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.59 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.50 mmol, 48%). ESMS m/z 272 (M+H)+; 1H NMR (400 MHz, DMSO-d6) delta ppm 12.88 (br. s., 1H), 8.84 (s, 1H), 8.47 (s, 1H), 2.57 (s, 3H).
5.59 g (79.4%) With N-Bromosuccinimide; In N,N-dimethyl-formamide; EXAMPLE 73 6-Bromo-<strong>[211244-81-4]2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one</strong> To 5.00 g (25.9 mmol) of 2-methanesulfanyl-8H-pyrido(2,3-d]pyrimidin-7-one (Example 5) in 130 mL of DMF is added 5.00 g (28.1 mmol) of N-bromosuccinimide. The resulting suspension is stirred at room temperature overnight and concentrated. The solid is triturated with hot water, then washed with isopropanol to give 5.59 g (79.4%) of the product as a solid. mp 266-270 C.

 

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