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Triethylamine → HCID 59347826, 화합물

HRID 20848
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HRID 20848 반응식
[CH3:1][C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([C:15]([F:18])([F:17])[F:16])[C:3]=1[C:4](Cl)=[O:5].FC(F)(F)C1C=C(C(F)(F)F)C=CC=1C(OC)=O.[CH3:37][C:38]([N:48]1[CH2:52][CH2:51][CH2:50][CH2:49]1)([CH3:47])[CH:39]([NH2:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([C:15]([F:18])([F:17])[F:16])[C:3]=1[C:4]([NH:46][CH:39]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:38]([CH3:47])([N:48]1[CH2:49][CH2:50][CH2:51][CH2:52]1)[CH3:37])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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HCID 8471TriethylamineHCID 18925643Methyl 2,4-bis(trifluoromethyl)benzoateHCID 25158607[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amineHCID 59347787HCID 59347787, 화합물

생성물 1

HCID 59347826HCID 59347826, 화합물수율 54%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

A mixture of 2-methyl-4,6-bis(trifluoromethyl)benzoyl chloride and methyl 2,4-bis(trifluoromethyl)benzoate (approximately 0.5 mmol) prepared as described in D53 was dissolved in dry DCM (3 ml) and treated with (+)-[2-methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine D6 (109 mg, 0.50 mmol) and triethylamine (140 ul, 1.00 mmol) and left overnight at room temperature. The volatile components were removed under reduced pressure and the residue chromatographed on silica gel. Elution with 0-80% ethyl acetate in pentane gave the title product as an gum (127 mg, ca.54%). 1H NMR (CDCl3) δ: 0.90 (3H, s), 1.01 (3H, s), 1.70 (4H, overlapping m), 2.47 (3H, s), 2.63 (4H, overlapping m), 4.84 (1H, d, J=2.8 Hz), 7.16 (1H, br s), 7.26-7.38 (5H, overlapping m) 7.67 (1H, s), 7.77 (1H, s). Mass Spectrum (Electrospray LC/MS): Found 473 (MH+) C24H26F6N2O requires 472. Ret time 2.24 min.

후처리

  1. customprepared
  2. customThe volatile components were removed under reduced pressure
  3. customthe residue chromatographed on silica gel
  4. washElution with 0-80% ethyl acetate in pentane

출처 및 근거

ORD 기록
ord-1f3ef1c572cb429291e3365c23bc86fb
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745642B2

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