Methanol → HCID 178521002、化合物

HRID 931293ノート

反応式

HRID 931293 の反応式
[NH2:1][C:2]1[C:7]([NH:8][C:9]([C:11]2([C:14]3[CH:19]=[N:18][CH:17]=[CH:16][N:15]=3)[CH2:13][CH2:12]2)=O)=[CH:6][CH:5]=[C:4]([N:20]2[CH2:25][CH2:24][CH2:23][C@@H:22]([C:26]([N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[O:27])[CH2:21]2)[N:3]=1.CO.C[O-].[Na+]>C(O)C(C)C>[N:15]1[CH:16]=[CH:17][N:18]=[CH:19][C:14]=1[C:11]1([C:9]2[NH:1][C:2]3=[N:3][C:4]([N:20]4[CH2:25][CH2:24][CH2:23][C@@H:22]([C:26]([N:28]5[CH2:32][CH2:31][CH2:30][CH2:29]5)=[O:27])[CH2:21]4)=[CH:5][CH:6]=[C:7]3[N:8]=2)[CH2:13][CH2:12]1

参加物

5

反応物 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 117966520HCID 117966520、化合物

生成物 1

HCID 178521002HCID 178521002、化合物収率 20.7%

試薬・触媒・溶媒 1

HCID 6560Isobutanol溶媒

反応条件

温度
100 °C

実験手順

To a solution of (R)—N-(2-amino-6-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)pyridin-3-yl)-1-(pyrazin-2-yl)cyclopropanecarboxamide (0.1 g, 0.22 mmol) in anhydrous methanol (0.072 mL, 1.78 mmol) was added sodium methoxide (54 mg, 1.1 mmol) and isobutanol (3.5 mL). The reaction mixture was heated at 100° C. for 18 h. The solvent was removed under reduced pressure and the crude material was purified via preparative TLC to afford the title compound (19 mg). MS (ES+APCI) (M+H) 418.1; LCMS retention time 4.792 min (Method R1).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe crude material was purified via preparative TLC

出典と根拠

ORDレコード
ord-15fe885cdafb4c3b8b422ddcbe7ce2ad
出典データセット
uspto-grants-2016_03
特許番号
US09296745B2

反応ノート

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