Triethylamine → tert-Butyl 2-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carboxamido)ethylcarbamate

HRID 1261355ノート

反応式

HRID 1261355 の反応式
[F:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14](Cl)=[O:15])[S:13][C:6]=12.Cl.[C:25]([N:32](C)[CH2:33][CH2:34][NH2:35])([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26].CCN(CC)CC>C(Cl)Cl.CCOC(C)=O>[F:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]([NH:35][CH2:34][CH2:33][NH:32][C:25](=[O:26])[O:27][C:28]([CH3:30])([CH3:29])[CH3:31])=[O:15])[S:13][C:6]=12

参加物

6

反応物 3

HCID 8471TriethylamineHCID 45072251tert-Butyl (2-aminoethyl)methylcarbamate--hydrogen chloride (1/1)HCID 594245267-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carbonyl chloride

生成物 1

HCID 59424685tert-Butyl 2-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carboxamido)ethylcarbamate収率 96%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 40 (shown in the scheme 7, 100 mg, 0.26 mmol), N-Boc-N-methylethylenediamine hydrochloride (50 mg, 0.26 mmol) and Et3N (36 μL, 0.52 mmol) in DCM (2 mL) was stirred for 4 h at room temperature and diluted with EtOAc (10 mL). The combined mixture was washed with brine and phases were separated. The aqueous phase was extracted with EtOAc, and the extract was combined with the organic phase, dried over anhydrous Na2SO4 and concentrated to afford title compound 292 (119 mg, 96%, crude) as yellowish solid. MS (m/z): 477.1 (M+H) (found).

後処理

  1. washThe combined mixture was washed with brine and phases
  2. customwere separated
  3. extractionThe aqueous phase was extracted with EtOAc
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-1d924b1ea8ab4fbbbfcb75532308d731
出典データセット
uspto-grants-2013_06
特許番号
US08470850B2

反応ノート

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