Sodium Bicarbonate → HCID 67498029, 화합물

HRID 74246

반응식

HRID 74246 반응식
[CH2:1]([NH:5][C:6]1[CH:12]=[CH:11][C:10]([C:13]2[O:14][C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[N:17]=2)=[CH:9][C:7]=1[NH2:8])[CH2:2][CH2:3][CH3:4].Cl.[C:23](=N)(OC)[CH3:24].C(=O)([O-])O.[Na+]>CO>[O:14]1[C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=[C:13]1[C:10]1[CH:11]=[CH:12][C:6]2[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:23]([CH3:24])=[N:8][C:7]=2[CH:9]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 10313100Ethanimidic acid, methyl ester, hydrochloride (1:1)HCID 674988512-(2-n-Butylaminoanilin-5-yl)benzoxazole

생성물 1

HCID 67498029HCID 67498029, 화합물수율 90%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a methanol (5 mL) solution of 2-(2-n-butylaminoanilin-5-yl)benzoxazole (see Working Example 74-2) (300 mg, 1.07 mmol) was added methyl acetimidate hydrochloride (175 mg, 1.60 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, saturated aqueous sodium hydrogen carbonate solution was added, and this was extracted with chloroform. After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. The crystals obtained were purified by silica gel column chromatography to yield the title compound (293 mg, 90% yield) as white crystals.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux for 3 hours
  3. extractionthis was extracted with chloroform
  4. customAfter the organic layer obtained
  5. dry with materialwas dried over anhydrous sodium sulfate, it
  6. filtrationwas filtered
  7. concentrationconcentrated
  8. customThe crystals obtained
  9. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-05e87679402e4f8594f18771b0703655
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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