Triethylamine → US9777003, Example 107

HRID 628371ノート

反応式

HRID 628371 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][CH:33]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:15]([CH3:18])=[N:16][N:17]=3)[C:9]=2[CH:8]=[C:7]1[C:19]1[CH:23]=[CH:22][N:21]([C:24]2([CH2:28][C:29]#[N:30])[CH2:27][NH:26][CH2:25]2)[N:20]=1.[CH3:34][S:35](Cl)(=[O:37])=[O:36].C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][CH:33]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:15]([CH3:18])=[N:16][N:17]=3)[C:9]=2[CH:8]=[C:7]1[C:19]1[CH:23]=[CH:22][N:21]([C:24]2([CH2:28][C:29]#[N:30])[CH2:27][N:26]([S:35]([CH3:34])(=[O:37])=[O:36])[CH2:25]2)[N:20]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 118159592US10442803, Example 157

生成物 1

HCID 118159744US9777003, Example 107

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To (3-{3-[6-(3-chlorobenzyl)-1-methyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridin-7-yl]-1H-pyrazol-1-yl}azetidin-3-yl)acetonitrile (6.0 mg, 0.013 mmol, from Example 106, Step 1) was added methanesulfonyl chloride (1.2 μL, 0.016 mmol, Aldrich) in DCM (0.46 mL), followed by triethylamine (3.7 μL, 0.026 mmol). After 10 minutes, the product was purified via preparative HPLC-MS (C18 eluting with a gradient of MeCN/H2O containing 0.15% NH4OH). Yield: (4.6 mg, 65%).

後処理

  1. customthe product was purified via preparative HPLC-MS (C18
  2. washeluting with a gradient of MeCN/H2O containing 0.15% NH4OH)

出典と根拠

ORDレコード
ord-4b04e96e5e1848f99e11c308f8e6b230
出典データセット
uspto-grants-2016_04
特許番号
US09309246B2

反応ノート

読み込み中…