Acetic Acid → HCID 178419984, 화합물

HRID 931228노트

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HRID 931228 반응식
Cl.Cl.[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([N:11]2[CH2:16][CH2:15][CH2:14][CH:13]([C:17]([N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=O)[CH2:12]2)=[N:8][C:9]=1[NH2:10].C(O)(=O)C.[CH2:28]([N:30](CC)CC)C.[CH:35]1([C:38]2[N:43]=[C:42]([C:44](=N)OCC)[CH:41]=[CH:40][N:39]=2)[CH2:37][CH2:36]1>C(O)C>[CH:35]1([C:38]2[N:43]=[C:42]([C:44]3[NH:10][C:9]4=[N:8][C:7]([N:11]5[CH2:16][CH2:15][CH2:14][CH:13]([C:17]6[N:19]7[CH2:23][CH2:22][CH2:21][C:20]7=[CH:28][N:30]=6)[CH2:12]5)=[CH:6][CH:5]=[C:4]4[N:3]=3)[CH:41]=[CH:40][N:39]=2)[CH2:36][CH2:37]1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8471TriethylamineHCID 89853790(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochlorideHCID 89854162Ethyl 2-cyclopropylpyrimidine-4-carbimidate

생성물 1

HCID 178419984HCID 178419984, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
70 °C

실험 절차

To a solution of (1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (18 mg, 0.06 mmol) and acetic acid (55 μL, 0.96 mmol) in ethanol (0.5 mL) was added triethylamine (17 μL, 0.12 mmol) followed by ethyl 2-cyclopropylpyrimidine-4-carbimidate (11.5 mg, 0.06 mmol) dissolved in ethanol (0.5 mL). The reaction mixture was heated to 70° C. for 1.25 h. The solvent was removed under reduced pressure. The residue was suspended in ethyl acetate and the undissolved solids were filtered off. The filtrate was washed with a saturated aqueous solution of ammonium chloride, washed with a saturated aqueous solution of sodium bicarbonate, and washed with brine. The organics were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 427.1; HPLC retention time 2.0183 (Method A).

후처리

  1. customThe solvent was removed under reduced pressure
  2. filtrationthe undissolved solids were filtered off
  3. washThe filtrate was washed with a saturated aqueous solution of ammonium chloride
  4. washwashed with a saturated aqueous solution of sodium bicarbonate
  5. washwashed with brine
  6. dry with materialThe organics were dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe crude material was purified via HPLC

출처 및 근거

ORD 기록
ord-a22db86a9f0c41c993bf0a509ed7154a
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296745B2

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