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HCID 57961752, 화합물 → HCID 57961539, 화합물

HRID 541799
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HRID 541799 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][CH:26]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:13]=[CH:14][CH:15]=1)=[O:8])([O-])=O>O.CO.C(O)(=O)C.[Fe]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][CH:26]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:20])[CH3:21])[CH:13]=[CH:14][CH:15]=1)=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 1

HCID 57961752HCID 57961752, 화합물

생성물 1

HCID 57961539HCID 57961539, 화합물수율 87.3%

시약·촉매·용매 4

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 887Methanol용매HCID 962Water용매2회

실험 절차

To a solution of tert-butyl {3-[(3-nitrobenzoyl)amino]phenyl}carbamate (2.00 g, 5.6 mmol) in water (4 mL), methanol (22 mL) and acetic acid (8.6 mL) was added iron (0.782 g, 14.0 mmol) powder in small quantities. When the addition was completed, the mixture was stirred in water bath for 3 h. The mixture was filtered, and the cake was washed with MeOH/EtOAc. The brown filtrate was concentrated and diluted with H2O, and the aqueous layer was extracted with EtOAc three times. The combined organic layers were dried, filtered and concentrated to give the desired product as an off-white powder (1.6 g, 87%). LCMS for C18H21N3O3 (M+H)+: m/z=328.1.

후처리

  1. additionWhen the addition
  2. filtrationThe mixture was filtered
  3. washthe cake was washed with MeOH/EtOAc
  4. concentrationThe brown filtrate was concentrated
  5. additiondiluted with H2O
  6. extractionthe aqueous layer was extracted with EtOAc three times
  7. customThe combined organic layers were dried
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ebd1b5801f7f4f75b1f40557ea655cba
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08871753B2

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