Iodine → HCID 57917487, 화합물

HRID 69205노트

반응식

HRID 69205 반응식
[F:1][C:2]1[C:3]([C:19]([C:22]2[N:26]3[N:27]=[C:28]([C:31]4[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=4)[CH:29]=[CH:30][C:25]3=[N:24][CH:23]=2)(O)[CH3:20])=[CH:4][C:5]2[C:9]([CH:10]=1)=[N:8][N:7](COCC[Si](C)(C)C)[CH:6]=2.FC1C=C2C(C=NN2COCC[Si](C)(C)C)=CC=1C(C1N2N=C(C3C=NN(C)C=3)C=CC2=NC=1)(O)C.II.O[PH2]=O>C(O)(=O)C>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][C:3]=1[CH:19]([C:22]1[N:26]2[N:27]=[C:28]([C:31]3[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=3)[CH:29]=[CH:30][C:25]2=[N:24][CH:23]=1)[CH3:20]

참가 물질

6

반응물 4

HCID 807IodineHCID 4124402Phosphinic AcidHCID 68631442(Rac)-1-[6-fluoro-2-(2-trimethylsilanyl-ethoxymethyl)-2h-indazol-5-yl]-1-[6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanolHCID 68640315(Rac)-1-[6-fluoro-1-(2-trimethylsilanyl-ethoxymethyl)-1h-indazol-5-yl]-1-[6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol

생성물 1

HCID 57917487HCID 57917487, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of (rac)-1-[6-Fluoro-2-(2-trimethylsilanyl-ethoxymethyl)-2H-indazol-5-yl]-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol and (rac)-1-[6-Fluoro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol (Stage 164.1, 563 mg, 1.109 mmol), iodine (844 mg, 3.33 mmol), H3PO2 (1.815 mL of a 50% aqueous solution, 16.64 mmol) and acetic acid (9.5 mL) were introduced in a microwave tube and the mixture was subjected to MW-irradiation at 150° C. for 5 min. The solvent was removed and the residue was taken up with 1 N HCl and washed with EtOAc three times. The aqueous layer was basified with NaOH pellets and extracted twice with EtOAc. The organics were joined and washed with brine, dried over Na2SO4 and the solvent was removed. The title compound was obtained as a racemic mixture (tR 1.0 min (conditions 2), MH+=362).

후처리

  1. additionwere introduced in a microwave tube
  2. customThe solvent was removed
  3. washwashed with EtOAc three times
  4. extractionextracted twice with EtOAc
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. customthe solvent was removed

출처 및 근거

ORD 기록
ord-2bef876e7a594495a363751dcba17381
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822468B2

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