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[ CAS No. 1356016-36-8 ] {[proInfo.proName]}

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Chemical Structure| 1356016-36-8
Chemical Structure| 1356016-36-8
Structure of 1356016-36-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1356016-36-8 ]

CAS No. :1356016-36-8 MDL No. :MFCD20259395
Formula : C7H3ClN2O2S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 214.63 Pubchem ID :-
Synonyms :

Safety of [ 1356016-36-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1356016-36-8 ]

* 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 [ 1356016-36-8 ]

[ 1356016-36-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 35265-83-9 ]
  • [ 1356016-36-8 ]
  • 2
  • [ 1356016-36-8 ]
  • [ 94790-37-1 ]
  • [ 6315-89-5 ]
  • [ 1356017-09-8 ]
  • [ 1356017-10-1 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 3h; To a solution of 0.050 g (0.235 mmole) of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid, 0.032 g (0.235 mmole) of 3,4-dimethoxyaniline and 0.12 ml (0.7 mmole) of diisopropylethylamine and 2 ml of dimethylformamide was added 0.12 g (0.28 mmole) of O-(benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate. The mixture was stirred at room temperature for 3 hours. Aqueous sodium carbonate was added, extracted with CH2Cl2, organic layer was washed with sodium carbonate, brine, dried over anhydrous Na2SO4, filtered and concentrated to give 85 mg of a mixture of 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (3,4-dimethoxy-phenyl)-amide and 2-(Benzotriazol-1-yloxy)-thieno[3,2-d]pyrimidine-7-carboxylic acid (3,4-dimethoxy-phenyl)-amide as a slight yellow solid, which was used for the next step without further purification.
  • 3
  • [ 1356016-36-8 ]
  • [ 94790-37-1 ]
  • [ 14268-66-7 ]
  • [ 1356017-07-6 ]
  • [ 1356017-08-7 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 3h; To a solution of 0.050 g (0.235 mmole) of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid, 0.032 g (0.235 mmole) of 3,4-(methylenedioxy)aniline and 0.12 ml (0.7 mmole) of diisopropylethylamine and 2 mL of dimethylformamide was added 0.12 g (0.28 mmole) of O-(benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate. The mixture was stirred at room temperature for 3 hours. Aqueous sodium carbonate was added, extracted with CH2Cl2, organic layer was washed with sodium carbonate, brine, dried over anhydrous Na2SO4, filtered and concentrated to give 80 mg of a mixture of 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid benzo[1,3]dioxol-5-ylamide and 2-(Benzotriazol-1-yloxy)-thieno[3,2-d]pyrimidine-7-carboxylic acid benzo[1,3]dioxol-5-ylamide as a slight yellow solid, which was used for the next step without further purification.
  • 4
  • [ 578-66-5 ]
  • [ 1356016-36-8 ]
  • [ 94790-37-1 ]
  • [ 1356017-05-4 ]
  • [ 1356017-06-5 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 3h; To a solution of 0.050 g (0.235 mmole) of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid, 0.034 g (0.235 mmole) of 8-aminoquinoline and 0.12 ml (0.7 mmole) of diisopropylethylamine and 2 mL of dimethylformamide was added 0.12 g (0.28 mmole) of O-(benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate. The mixture was stirred at room temperature for 3 hours. Aqueous sodium carbonate was added, extracted with CH2Cl2, organic layer was washed with sodium carbonate, brine, dried over anhydrous Na2SO4, filtered and concentrated to give 80 mg of a mixture of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid quinolin-8-ylamide and 2-(benzotriazol-1-yloxy)-thieno[3,2-d]pyrimidine-7-carboxylic acid quinolin-8-ylamide as a slight yellow solid, which was used for the next step without further purification.
  • 5
  • [ 127980-46-5 ]
  • [ 1356016-36-8 ]
  • [ 1356017-77-0 ]
YieldReaction ConditionsOperation in experiment
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; 27.A To a solution of 0.050 g (0.233 mmole) 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid, 0.0718 g (0.466 mmole) of 5,6-dimethoxypyridin-2-amine, 0.122 mL (0.699 mmole) of N,N-diisopropylethylamine and 1.55 ml of dimethylformamide was added 0.111 g (0.256 mmole) of O-(benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate. The mixture was stirred at room temperature for over night. Water and dichloromethane were added. The aqueous layer was washed three times with dichloromethane. The combined organic layer was washed with aqueous sodium carbonate, brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was dried in high vacuum to give 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (5,6-dimethoxy-pyridin-2-yl)-amide as a black solid.
  • 6
  • [ 17965-80-9 ]
  • [ 1356016-36-8 ]
  • [ 1446509-95-0 ]
  • 7
  • [ 17965-80-9 ]
  • [ 1356016-36-8 ]
  • [ 1446510-30-0 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20.0℃; for 12.0h; Step 1 2-Chloro-N-(1,5-naphthyridin-2-yl)thieno[3,2-d]pyrimidine-7-carboxamide To a solution of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (0.050 g, 0.23 mmol), <strong>[17965-80-9]1,5-naphthyridin-2-amine</strong> (0.034 g, 0.23 mmol) and of diisopropylethylamine (0.12 ml, 0.7 mmol) and dimethylformamide (2 mL) was added 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (0.11 g, 0.28 mmol). The mixture was stirred at room temperature for 12 h. The reaction were diluted with EtOAc and was washed with aqueous sodium carbonate, brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo under reduced pressure to give crude 2-chloro-N-(1,5-naphthyridin-2-yl)thieno[3,2-d]pyrimidine-7-carboxamide (0.081 g, 0.23 mmol, 100%) as a yellow solid. LCMS m/z [M+H]=342.
  • 8
  • [ 2243-82-5 ]
  • [ 1356016-36-8 ]
  • [ 1446510-36-6 ]
YieldReaction ConditionsOperation in experiment
0.105 g With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 2h; Step 1 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid naphthlen-2-ylamide To a stirred solution of 2-chlorothieno[3,2-d]pyrimidine-7-carboxylic acid (0.050 g, 0.233 mmol) in DMF (2 mL) was added naphthalene-2-amide (0.067 g, 0.466 mmol), DIPEA (0.163 mL, 0.932 mmol), 1-hydroxy-7-azabenzotriazole (0.048 g, 0.349 mmol) and HATU (0.133 g, 0.349 mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with dichloromethane and water. The organic layer was washed with aqueous sodium carbonate, then brine, and then dried over anhydrous Na2SO4, filtered and concentrated in vacuo in vacuo. The residue was dried under high vacuum overnight to give 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid naphthlen-2-ylamide (0.105 g, 0.309 mmol, 133percent) as a brown semi-solid, which was used directly in the next step without further purification. LCMS m/z [M+H]=340
  • 9
  • [ 1356016-36-8 ]
  • [ 166176-46-1 ]
  • [ 1446510-50-4 ]
YieldReaction ConditionsOperation in experiment
0.171 g With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h; 23.1 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid imidazol[1,2-b]pyridazin-3-ylamide Step 1 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid imidazol[1,2-b]pyridazin-3-ylamide To a stirred solution of 2-chlorothieno[3,2-d]pyrimidine-7-carboxylic acid (0.100 g, 0.466 mmol) in DMF (4 mL) was added imidazol[1,2-b]pyridazin-3-amine (0.094 g, 0.699 mmol), DIPEA (0.325 mL, 1.86 mmol), 1-hydroxy-7-azabenzotriazole (0.095 g, 0.699 mmol) and HATU (0.266 g, 0.699 mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with dichloromethane and water. The organic layer was washed with aqueous sodium carbonate, then brine, and then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was dried under high vacuum overnight to give 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid imidazol[1,2-b]pyridazin-3-ylamide (0.171 g, 111%) as a yellow solid, which was used directly in the next step without further purification. LCMS m/z [M+H]=331.
  • 10
  • [ 1356016-36-8 ]
  • [ 57963-08-3 ]
  • [ 1446510-54-8 ]
YieldReaction ConditionsOperation in experiment
With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 2.0h; Step 1 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (5,6-dimethyl-pyridin-2-yl)-amide To a stirred solution of 2-chlorothieno[3,2-d]pyrimidine-7-carboxylic acid (0.100 g, 0.466 mmol) in DMF (4 mL) was added <strong>[57963-08-3]5,6-dimethylpyridin-2-amine</strong> (0.085 g, 0.699 mmol), DIPEA (0.325 mL, 1.86 mmol), 1-hydroxy-7-azabenzotriazole (0.095 g, 0.699 mmol) and HATU (0.266 g, 0.699 mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with dichloromethane and water. The organic layer was washed with aqueous sodium carbonate, then brine, and then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was dried under high vacuum overnight to give 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (5,6-dimethyl-pyridin-2-yl)-amide as a yellow solid, which was used directly in the next step without further purification. LCMS m/z [M+H]=319.
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