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Chemical Structure| 639090-54-3 Chemical Structure| 639090-54-3

Structure of 639090-54-3

Chemical Structure| 639090-54-3

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Product Details of [ 639090-54-3 ]

CAS No. :639090-54-3
Formula : C10H11NOS
M.W : 193.27
SMILES Code : O=C(C1CC1)NC2=CC=C(S)C=C2
MDL No. :MFCD09831913

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Application In Synthesis of [ 639090-54-3 ]

* 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 [ 639090-54-3 ]

[ 639090-54-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 109-01-3 ]
  • [ 108-77-0 ]
  • [ 639090-54-3 ]
  • [ 56367-24-9 ]
  • [ 1258423-74-3 ]
YieldReaction ConditionsOperation in experiment
37% To a solution of cyanuric chloride (300 mg, 1.63 mmol) in THF (16 niL) was added 2-amino-5-isopropylpyrazole (263 mg, 1.63 mmol) and DIPEA (0.28 niL, 1.63 mmol) at 0 C. The reaction mixture was let to stir at 0 C to room temperature for 2h. Then, 1 -methylpiperazine (0.18 mL, 1.63 mmol) and DIPEA (0.28 mL, 1.90 mmol) were added to the above mixture and allowed to stir at room temperature for 3 hours. Next, compound (1) (628 mg, 3.25 mmol) and DIPEA (0.57 mL, 2.25 mmol) were added to the mixture and stirred at room temperature overnight. Saturated NaHCO3 in water was added and the mixture was extracted by ethyl acetate (3 x 50 mL). The combined organic was washed by brine, dried over sodium sulfate and concentrated. The residue was chromatographed on a silica gel column eluted with 0-5 % MeOH/DCM afforded 56 as light yellow solid (110 mg, 37 %). IH NMR (400 MHz, DMSO-d6) δ 11.77 (bs, IH, NH), 10.42 (s, IH, NH), 9.50 (bs, IH, NH), 7.73 (bs, 2H, Ar-H), 7.48 (d, J = 8.4 Hz, 2H, Ar-H), 5.40 (bs,lH, Ar-H), 3.68 (bs, 4H, 2CH2), 2.33 (bs, 4H, 2CH2), 2.21 (s, 3H, CH3), 1.83-1.81 (m, IH, CH), 1.24 (bs, 3H, CH3), 1.05 (bs, 3H, CH3),0.84-0.82 (m, 4H, Ar-H); ESI-MS: calcd for (C24H31N9OS) 493, found 494 [M+H]+. HPLC: retention time: 15.38 min. purity: 99%.
 

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