Ytterbium triflate → Methyl 6-chloro-4-(3-chlorophenyl)-2-cyclopropylquinoline-3-carboxylate

HRID 1497042노트

반응식

HRID 1497042 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)=O.[CH:18]1([C:21](=O)[CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH2:20][CH2:19]1.[O-]S(C(F)(F)F)(=O)=O.[Yb+3].[O-]S(C(F)(F)F)(=O)=O.[O-]S(C(F)(F)F)(=O)=O>C(O)C>[CH3:26][O:25][C:23]([C:22]1[C:21]([CH:18]2[CH2:20][CH2:19]2)=[N:1][C:2]2[C:3]([C:9]=1[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)=[CH:4][C:5]([Cl:8])=[CH:6][CH:7]=2)=[O:24]

참가 물질

5

반응물 3

HCID 2733225Ytterbium triflateHCID 5231029(2-Amino-5-chlorophenyl)(3-chlorophenyl)methanoneHCID 101300163-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

생성물 1

HCID 86682924Methyl 6-chloro-4-(3-chlorophenyl)-2-cyclopropylquinoline-3-carboxylate수율 43%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of (2-amino-5-chlorophenyl)(3-chlorophenyl) methanone (81 mg, 0.31 mmol, 1 eq) and methyl 3-cyclopropyl-3-oxopropanoate (56.2 mg, 0.40 mmol, 1.3 eq) in ethanol (3 ml) was added ytterbium triflate (19 mg, 0.03 mmol, 0.1 eq) and the yellow solution was stirred overnight at room temperature. The resultant precipitate was filtered and washed with a small amount of ethanol to give the desired product (49 mg, 43%) as a white solid which did not require any further purification. MS (ESI): 372.1 (M+H)+.

후처리

  1. filtrationThe resultant precipitate was filtered
  2. washwashed with a small amount of ethanol

출처 및 근거

ORD 기록
ord-83dd73c5ebe94ae48768693d2a42eee5
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199938B2

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