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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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(R)-(4-biphenylcarbonylamino)-2(R)-hydroxy-6-nitroindane → (R)-(4-biphenylcarbonylamino)-2(R)-hydroxy-6-aminoindane

HRID 1373207
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HRID 1373207 반응식
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][C@@H:9]([OH:28])[C@@H:10]2[NH:13][C:14]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:18][CH:17]=2)=[O:15])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CN(C=O)C.[Pd]>[NH2:1][C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][C@@H:9]([OH:28])[C@@H:10]2[NH:13][C:14]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:18][CH:17]=2)=[O:15])=[CH:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 44185808(R)-(4-biphenylcarbonylamino)-2(R)-hydroxy-6-nitroindaneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 44185809(R)-(4-biphenylcarbonylamino)-2(R)-hydroxy-6-aminoindane수율 90.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

Combine a slurry of 0.176 kg of 10% Pd—C (50% water wet) and 1.7 kg of biphenyl-4-carboxylic acid (R)-(6-nitro-2(R)-hydroxyindan-1-yl)amide in 17.5 L of DMF with hydrogen (50 psi, 345 kPa). After 19 h, filter the reaction mixture, add a portion of the DMF solution (5 L) to water (10 L), and stir the slurry for 2 h—repeat twice to work up the entire reaction volume. Filter the slurries together, and wash the resulting filter cake with water (3×7 L). Dry the filter cake to afford 1.42 kg of biphenyl-4-carboxylic acid (R)-(6-amino-2(R)-hydroxyindan-1-yl)amide.

후처리

  1. filtrationfilter the reaction mixture
  2. additionadd a portion of the DMF solution (5 L) to water (10 L)
  3. filtrationFilter the slurries together
  4. washwash the resulting
  5. filtrationfilter cake with water (3×7 L)
  6. customDry the filter cake

출처 및 근거

ORD 기록
ord-ed385f97e9c147f480fecf1f4b320b53
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07160922B2

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