Triethylamine → US9777003, Example 107

HRID 628371노트

반응식

HRID 628371 반응식
[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

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 118159592US10442803, Example 157

생성물 1

HCID 118159744US9777003, Example 107

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-4b04e96e5e1848f99e11c308f8e6b230
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309246B2

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