Triethylamine → N-methoxyacetyl-2-(3,4-dichlorophenyl)-4-(tetrahydropyran-2-yloxy)butylamin

HRID 1489635노트

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HRID 1489635 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:12][CH2:13][O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][O:16]2)[CH2:10][NH2:11])[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:21][O:22][CH2:23][C:24](O)=[O:25].C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>ClCCl>[CH3:21][O:22][CH2:23][C:24]([NH:11][CH2:10][CH:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[CH2:12][CH2:13][O:14][CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][O:16]1)=[O:25]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 12251Methoxyacetic AcidHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 156708082-(3-(3,4-Dichlorophenyl)-4-aminobutyl)oxytetrahydropyran

생성물 1

HCID 19705334N-methoxyacetyl-2-(3,4-dichlorophenyl)-4-(tetrahydropyran-2-yloxy)butylamin수율 71.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

A mixture of 8.6 g of 2-(3,4-dichlorophenyl)-4-(tetrahydropyran-2-yloxy)butylamine (obtained according to PREPARATION (I), step (b)), 2.46 g of methoxyacetic acid, 5.55 g of triethylamine in 50 ml of dichloromethane is cooled to 0° C. and 14.5 g of BOP is added thereto. The reaction mixture is stirred for one hour at room temperature and concentrated under vacuum. The residue is taken up in ethyl acetate and is successively washed with water, dried over Na2SO4 and concentrated under vacuum. The residue is chromatographed on silica gel using CH2Cl2 /CH3OH (100/1 v/v) as the eluent to give 7.5 g of the expected product.

후처리

  1. concentrationconcentrated under vacuum
  2. washis successively washed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum
  5. customThe residue is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-d12869126b954deb9232c20ded208582
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05679693

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