Diisopropylethylamine → HCID 178454119, 화합물

HRID 577681노트

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HRID 577681 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][N:8]([CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[C:6]=2[N:7]=1.[C:20]([O:24][C:25](=[O:32])[NH:26][C@H:27]1[CH2:30][C@H:29]([NH2:31])[CH2:28]1)([CH3:23])([CH3:22])[CH3:21].CCN(C(C)C)C(C)C>CC(O)C>[C:20]([O:24][C:25](=[O:32])[NH:26][C@H:27]1[CH2:30][C@H:29]([NH:31][C:4]2[C:5]3[CH:10]=[CH:9][N:8]([CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[C:6]=3[N:7]=[C:2]([Cl:1])[N:3]=2)[CH2:28]1)([CH3:23])([CH3:21])[CH3:22]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 219764212,4-Dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 178454111HCID 178454111, 화합물

생성물 1

HCID 178454119HCID 178454119, 화합물수율 52%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
70 °C

실험 절차

To a mixture of 2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (342 mg, 1.07 mmol), as prepared in Example 2, step 1, and tert-butyl((trans)-3-aminocyclobutyl)carbamate (200 mg, 1.07 mmol) in iPrOH (4 mL) was added DIPEA (0.5 mL). A stir bar was added to the reaction vessel and it was capped and heated in a reaction block at 70° C. for 2 hrs. The solvent was removed and the product was purified via flash chromatography eluting with a gradient of 12%-100% EtOAc in heptanes to afford the title compound (260 mg, 52% yield) as a pink solid.

후처리

  1. additionA stir bar was added to the reaction vessel and it
  2. customwas capped
  3. customThe solvent was removed
  4. customthe product was purified via flash chromatography
  5. washeluting with a gradient of 12%-100% EtOAc in heptanes

출처 및 근거

ORD 기록
ord-a9e3f8800fa3482eb1fb6524d7d583e2
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040547B2

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