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Furfurylamine → 4-[1-(4-Cyano-3-trifluoromethyl-phenoxymethyl)-2,2-dimethyl-cyclopropoxy]-2-trifluoromethyl-benzonitrile

HRID 1452611
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HRID 1452611 반응식
[C:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][CH:8]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:9]([OH:11])=O)=[CH:5][C:4]=1[C:18]([F:21])([F:20])[F:19])#[N:2].[CH:22]1[CH:23]=[CH:24][C:25]2N(O)N=N[C:26]=2[CH:27]=1.O1C=CC=C1[CH2:37][NH2:38].N=C=N>CN(C=O)C>[C:37]([C:25]1[CH:24]=[CH:23][C:22]([O:11][CH2:9][C:8]2([O:7][C:6]3[CH:16]=[CH:17][C:3]([C:1]#[N:2])=[C:4]([C:18]([F:21])([F:20])[F:19])[CH:5]=3)[CH2:12][C:13]2([CH3:15])[CH3:14])=[CH:27][C:26]=1[C:18]([F:21])([F:20])[F:19])#[N:38]
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6

반응물 4

HCID 3438FurfurylamineHCID 757711-HydroxybenzotriazoleHCID 160435CarbodiimideHCID 575985402-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid

생성물 1

HCID 115542704-[1-(4-Cyano-3-trifluoromethyl-phenoxymethyl)-2,2-dimethyl-cyclopropoxy]-2-trifluoromethyl-benzonitrile

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

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온도
70 °C

실험 절차

To 1 mL of 0.1M(molar) solutions of the 2-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid in DMF(dimethylformamide) (0.1 mmol) were added 0.5 mL of a 0.376M solution of HOBT, 1-hydroxybenztriaole, (0.2 mmol) in DMF, 0.1 mL of a 0.1M solution of the C-furan-2-yl-methylamine (0.1 mmol) in DMF, and approximately 183 mg of silica bound carbodiimide (loading: 1.09 g/mmol, 0.2 mmol). The resultant mixtures were shaken and heated at 70° C. for approximately 18 h. The reactions were filtered and the resin thoroughly rinsed with DMF. The solvent was removed in-vacuo to obtain oils that were then purified by HPLC(high performance liquid chromatography).

후처리

  1. filtrationThe reactions were filtered
  2. washthe resin thoroughly rinsed with DMF
  3. customThe solvent was removed in-vacuo
  4. customto obtain oils that
  5. customwere then purified by HPLC(high performance liquid chromatography)

출처 및 근거

ORD 기록
ord-e72024fd52bb4220b3db60fc39bcd234
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07473711B2

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