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1,2-Dichloroethane → 3-[(4-Fluoro-3-methylphenoxy)methyl]-1-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]azepane

HRID 467474
ノート
印刷プレビュー

反応式

HRID 467474 の反応式
[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10][CH2:9]2)=[CH:4][C:3]=1[CH3:17].[N:18]1[N:19]([C:23]2[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][C:24]=2[C:25](O)=[O:26])[N:20]=[CH:21][CH:22]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.CCOC(C)=O>[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][N:10]([C:25](=[O:26])[C:24]3[CH:28]=[C:29]([CH3:32])[CH:30]=[CH:31][C:23]=3[N:19]3[N:20]=[CH:21][CH:22]=[N:18]3)[CH2:9]2)=[CH:4][C:3]=1[CH3:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 532601655-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acidHCID 584052783-[(4-Fluoro-3-methylphenoxy)methyl]azepane

生成物 1

HCID 461991443-[(4-Fluoro-3-methylphenoxy)methyl]-1-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]azepane

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 1-6 (164 mg, 0.691 mmol) in DMF (4 ml) was treated with 1-7 (154 mg, 0.760 mmol), EDC (159 mg, 0.829 mmol), HOBT (127 mg, 0.829 mmol), and TEA (0.289 ml, 2.073 mmol). After stirring at RT for 30 min, the mixture was diluted with EtOAc, washed with water (3×s) and once with brine. The organic phase was dried over Na2SO4, filtered and concentrated. The crude material was purified by gradient elution on silica gel (0 to 100% EtOAc in Hex) to yield 1-8 as a pale yellow oil. Data for 1-8: LRMS m/z (M+H): 423.1.

後処理

  1. washwashed with water (3×s) and once with brine
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by gradient elution on silica gel (0 to 100% EtOAc in Hex)

出典と根拠

ORDレコード
ord-b67fdae66f694a81829fb8bb4afd3ecc
出典データセット
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08623863B2

反応ノート

読み込み中…

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