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m-Chloroperbenzoic acid → HCID 58504127, 화합물

HRID 2407699
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인쇄 미리보기

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HRID 2407699 반응식
ClC1C=C(C=CC=1)C(OO)=O.[NH:12]([C:19]1[C:24]([C:25]([NH2:27])=[O:26])=[CH:23][N:22]=[C:21](SC)[N:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(C(C)C)CC)(C)C.[C:39]1([C:45]2[CH:49]=[C:48]([CH2:50][N:51]3[CH2:56][CH2:55][CH:54]([CH2:57][NH2:58])[CH2:53][CH2:52]3)[O:47][N:46]=2)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>ClCCl.C(OCC)(=O)C>[NH:12]([C:19]1[C:24]([C:25]([NH2:27])=[O:26])=[CH:23][N:22]=[C:21]([NH:58][CH2:57][CH:54]2[CH2:53][CH2:52][N:51]([CH2:50][C:48]3[O:47][N:46]=[C:45]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[CH:49]=3)[CH2:56][CH2:55]2)[N:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 70297m-Chloroperbenzoic acidHCID 81531DiisopropylethylamineHCID 2958214-Anilino-2-(methylthio)-5-pyrimidinecarboxamideHCID 58504252HCID 58504252, 화합물

생성물 1

HCID 58504127HCID 58504127, 화합물수율 27.5%

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

3-Chloroperoxybenzoic acid (195 mg) was added to a 0° C. suspension of the compound prepared in Example 93 (100 mg) in dichloromethane (4 mL). The reaction was stirred one hour at room temperature. Diisopropylethylamine (0.669 mL) and the compound prepared in Example 9 (198 mg) were added and the mixture was stirred at room temperature for 18 hours. The reaction was diluted with ethyl acetate and sequentially washed with a saturated sodium bicarbonate solution and brine. The organics were dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (concentrated aqueous ammonia:methanol:ethyl acetate=0.1:0.9:25) to obtain the title compound (51 mg) having the following physical data.

후처리

  1. stirringthe mixture was stirred at room temperature for 18 hours
  2. washsequentially washed with a saturated sodium bicarbonate solution and brine
  3. dry with materialThe organics were dried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (concentrated aqueous ammonia:methanol:ethyl acetate=0.1:0.9:25)

출처 및 근거

ORD 기록
ord-2b81f81d2e8242fe8832b0d95e813af3
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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