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Chemical Structure| 876343-09-8 Chemical Structure| 876343-09-8

Structure of 876343-09-8

Chemical Structure| 876343-09-8

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Product Details of [ 876343-09-8 ]

CAS No. :876343-09-8
Formula : C12H7ClIN3O2S
M.W : 419.63
SMILES Code : IC1=CC2=C(Cl)N=CN=C2N1S(=O)(C3=CC=CC=C3)=O
MDL No. :MFCD17015878
InChI Key :PEVCDMDOTQHPPL-UHFFFAOYSA-N
Pubchem ID :57415885

Safety of [ 876343-09-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 876343-09-8 ]

* 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 [ 876343-09-8 ]

[ 876343-09-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 876343-09-8 ]
  • [ 876343-10-1 ]
YieldReaction ConditionsOperation in experiment
94% With methanol; sodium hydroxide; In tetrahydrofuran; for 1h; 4-Chloro-6-iodo-7H-pyrrolo [2,3-i/] yrimidine (37) Compound 53 (14.4 g, 34.2 mmol) was mixed with THF (300 ml) and a NaOH/MeOH-solution (5M, 49 ml, 244 mmol) and stirred for 1 hour before a saturated aq. NH4C1 solution (300 ml) was added. The mixture was concentrated in vacuo to remove most of the solvent before it was filtered and washed with water (2 x 30 ml). The crude product was precipitated from boiling acetonitrile (9.2 g in 100 ml). This gave 8.99 g (32.2 mmol, 94 %) of 54 as a white solid, mp 220 C (dec); purity: 98% (HPLC), tR = 17.5 min; 1H NMR (400 MHz, DMSO-dg) delta: 13.14 (s, 1H), 8.53 (s, 1H), 6.89 (d, J= 1.8, 1H); 13C NMR (100 MHz, DMSO-dg) delta: 153.8, 150.3, 148.3, 118.6, 108.2, 84.8; IR (neat, cm"1): 2790, 1549, 1327, 983, 752; HRMS (EI, 70 eV, m/z): 278.9053 (calcd. C6H3N335C1I, 278.9050, [M]+).
With methanol; sodium hydroxide; In tetrahydrofuran; for 0.166667h; 4-ChIoro-6-iodo-7JH-pyrrolo [2,3-d pyrimidine (compound of Formula IV).ci[226]; To a stirred solution of 4-chloro-6-iodo-7-(phenylsulfonyl)-7./7-pyrrolo[2,3-djpyrimidine (538mg, 1.283mmol) in THF (6.0mL) was added 5M sodium hydroxidemethanolic solution (1.8mL, 0.009mmol). After lOmin the solvent was removed underreduced pressure, sat. ammonium chloride solution (S.OmL) was added and the mixtureevaporated to dryness. The resulting solid was triturated with water to afford 4-chloro-6-iodo-7No.-pyrrolo[2,3-^pyrimidine. IH NMR (d6-DMSO, 400 MHz) 6.90(1H, s) and 8.55
  • 2
  • [ 568577-88-8 ]
  • [ 876343-09-8 ]
  • 4-(4-(4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl)morpholine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; water; at 100℃; for 1h; To a mixture 4-chloro-6-iodo-7-(phenylsulfonyl)-7H-pyrrolo[2,3- d]pyrimidine (200 mgs, 0.477 mmol) and 4-(4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenyl)morpholine (145 mgs, 0.5 mmol), in DME (3 ml.) was added 2.0 M aqueous Na2CO3 (0.5 ml_, 1 mmol) and Pd(PPh3)4 catalyst (28 mgs, 0.025 mmol). The reaction mixture was heated at 100 C for 1 hr. The mixture was then concentrated and purified by flash chromatography (25-100% Ethyl acetate/hexanes) to give 4-(4-(4-chloro-7- (phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl)morpholine. LCMS-ESI+ (m/z): [M+H]+ calcd for C22HigCIN403S: 455.9; found: 455.1
 

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