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Sodium Hydroxide → HCID 9934999, 화합물

HRID 1883706
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HRID 1883706 반응식
[C:1]1([CH3:38])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[O:9][C:10]2[CH:16]=[C:15]([CH2:17][C:18]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([CH:30]([CH3:37])[CH2:31][C:32]([O:34]CC)=[O:33])=[C:25]4[C:29]=3[CH2:28][CH2:27][CH2:26]4)=[O:19])[CH:14]=[CH:13][C:11]=2[N:12]=1.[OH-].[Na+]>C(O)C>[C:1]1([CH3:38])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[O:9][C:10]2[CH:16]=[C:15]([CH2:17][C:18]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([CH:30]([CH3:37])[CH2:31][C:32]([OH:34])=[O:33])=[C:25]4[C:29]=3[CH2:28][CH2:27][CH2:26]4)=[O:19])[CH:14]=[CH:13][C:11]=2[N:12]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 23508314HCID 23508314, 화합물

생성물 1

HCID 9934999HCID 9934999, 화합물수율 55.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of ethyl 3-{7-[2-(2-o-tolylamino-benzoxazol-6-yl)-acetylamino]-indan-4-yl}-butanoat [0.754 g, Reference Example 1(a)] in ethanol (150 mL) was treated with aqueous sodium hydroxide solution (4 mL, 1M). The reaction mixture was allowed to stand at room temperature for 48 hours, then heated at reflux temperature for 1 hour and then evaporated. The residue was dissolved in a mixture of acetonitrile and water (35:65, v/v) and the resulting solution was acidified to pH 2 by addition of trifluoroacetic acid. The resulting solid was filtered and subjected to reversed phase HPLC (Hypersil Elite C18 column, 10×2 cm, using acetonitrile and water mixtures containing 0.1% trifluoroacetic acid and running a linear gradient of +1% acetonitrile/minute, starting with 35% acetonitrile) to give the title compound (396 mg) as a white solid. LC-MS: RT=3.37 minutes (>98% by ELSD); MS(ES+), 484(MH+).

후처리

  1. temperatureheated
  2. temperatureat reflux temperature for 1 hour
  3. customevaporated
  4. dissolutionThe residue was dissolved in a mixture of acetonitrile and water (35:65
  5. additionv/v) and the resulting solution was acidified to pH 2 by addition of trifluoroacetic acid
  6. filtrationThe resulting solid was filtered
  7. additioncontaining 0.1% trifluoroacetic acid

출처 및 근거

ORD 기록
ord-5c3e94f18be943f1be73f727425ba9fd
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06762199B2

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