Diisopropylethylamine → HCID 178454119、化合物

HRID 577681ノート

反応式

HRID 577681 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 178454119HCID 178454119、化合物収率 52%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a9e3f8800fa3482eb1fb6524d7d583e2
出典データセット
uspto-grants-2015_05
特許番号
US09040547B2

反応ノート

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