Triethylamine → HCID 178473466, 화합물

HRID 471499노트

반응식

HRID 471499 반응식
[NH2:1][C:2]1[C:3]2[C:11]([CH3:12])=[C:10]([CH3:13])[S:9][C:4]=2[NH:5][C:6](=[S:8])[N:7]=1.CCN(CC)CC.Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23]>CN(C=O)C.CCOC(C)=O>[CH3:12][C:11]1[C:3]2[C:2]([NH:1][C:22](=[O:23])[O:24][CH2:25][CH3:26])=[N:7][C:6](=[S:8])[NH:5][C:4]=2[S:9][C:10]=1[CH3:13]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 178435041HCID 178435041, 화합물

생성물 1

HCID 178473466HCID 178473466, 화합물수율 54.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 4-amino-5,6-dimethylthieno[2,3-d]pyrimidine-2(1H)-thione (211 mg, 1 mmol) in DMF (5 mL) was added Et3N (0.21 mL, 1.5 mmol) and ethyl chloroformate (0.143 mL, 1.5 mmol). The reaction mixture was stirred at room temperature overnight, then diluted with EtOAc, washed with water and brine, dried over Na2SO4, filtered and evaporated. The residue was purified on Biotage SP-1 eluting with EtOAc/hexane to give the title compound (154 mg, 54%). 1H NMR (400 MHz, DMSO-d6) δ 1.22 (t, J=7.2 Hz, 3H), 2.38 (s, 3H), 2.39 (s, 3H), 4.25 (q, J=7.2 Hz, 2H), 7.25-7.21 (m, 2H). MS 284 (MH+)

후처리

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified on Biotage
  6. washSP-1 eluting with EtOAc/hexane

출처 및 근거

ORD 기록
ord-cffee9e65b4040e19fe7741b538ccefd
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633186B2

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