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Triethylamine → 3-chloro-N-(3-(4-(1-(2-cyano-1-cyclopropylethyl)-1H-pyrazol-4-yl)-5-methoxypyrimidin-2-ylamino)phenyl)propane-1-sulfonamide

HRID 1876902
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HRID 1876902 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:16]=[N:17][N:18]([CH:20]([CH:24]4[CH2:26][CH2:25]4)[CH2:21][C:22]#[N:23])[CH:19]=3)[C:12]([O:27][CH3:28])=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.O1CCOCC1.C(N(CC)CC)C.[Cl:42][CH2:43][CH2:44][CH2:45][S:46](Cl)(=[O:48])=[O:47]>>[Cl:42][CH2:43][CH2:44][CH2:45][S:46]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:16]=[N:17][N:18]([CH:20]([CH:24]4[CH2:26][CH2:25]4)[CH2:21][C:22]#[N:23])[CH:19]=3)[C:12]([O:27][CH3:28])=[CH:11][N:10]=2)[CH:3]=1)(=[O:48])=[O:47]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 8471TriethylamineHCID 154103-Chloropropanesulphonyl chlorideHCID 312751,4-DioxaneHCID 580145283-(4-{2-[(3-aminophenyl)amino]-5-methoxypyrimidin-4-yl}-1H-pyrazol-1-yl)-3-cyclopropylpropanenitrile

생성물 1

HCID 687551903-chloro-N-(3-(4-(1-(2-cyano-1-cyclopropylethyl)-1H-pyrazol-4-yl)-5-methoxypyrimidin-2-ylamino)phenyl)propane-1-sulfonamide

실험 절차

To a mixture of 3-(4-{2-[(3-aminophenyl)amino]-5-methoxypyrimidin-4-yl}-1H-pyrazol-1-yl)-3-cyclopropylpropanenitrile (prepared according to Example 345, 8.0 mg, 0.000021 mol) in 1,4-dioxane (0.1 mL, 0.002 mol) was added triethylamine (0.02 mL, 0.0001 mol), followed by 3-chloropropane-1-sulfonyl chloride (0.0039 mL, 0.000032 mol). The reaction was stirred at room temperature for 1 h, quenched with 1 N HCl. The mixture was extracted with EtOAc and the organic layer was separated. The combined organic layers were washed with brine, dried over MgSO4, and evaporated to dryness to provide the desired sulfonylated intermediate.

후처리

  1. customquenched with 1 N HCl
  2. extractionThe mixture was extracted with EtOAc
  3. customthe organic layer was separated
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated to dryness
  7. customto provide the

출처 및 근거

ORD 기록
ord-2f7f8639979f4b8cadb0f724efdb163a
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309718B2

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