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1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → N-(tert-butoxycarbonyl)-N'-ethyl-N''-(1-(4-methylpyridin-2-yl)pyrrolidin-3-yl)guanidine

HRID 1059897
ノート
印刷プレビュー

反応式

HRID 1059897 の反応式
[NH2:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][N:8]=2)[CH2:3]1.[C:14]([O:18][C:19]([NH:21][C:22]([NH:24][CH2:25][CH3:26])=S)=[O:20])([CH3:17])([CH3:16])[CH3:15].Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O.C(OCC)(=O)C>[C:14]([O:18][C:19]([NH:21][C:22]([NH:24][CH2:25][CH3:26])=[N:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][N:8]=2)[CH2:3]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 18622071tert-Butyl (ethylcarbamothioyl)carbamateHCID 186675373-Amino-1-(4-methylpyridin-2-yl)pyrrolidine

生成物 1

HCID 178464555N-(tert-butoxycarbonyl)-N'-ethyl-N''-(1-(4-methylpyridin-2-yl)pyrrolidin-3-yl)guanidine収率 83.6%

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3-amino-1-(4-methylpyridin-2-yl)pyrrolidine (177 mg) and N-(tert-butoxycarbonyl)-N′-ethylthiourea (245 mg) in N,N-dimethylformamide (5 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (230 mg), and the mixture was stirred for 18 hours. The mixture was diluted with ethyl acetate, washed with water three times and brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 25 g, 5% methanol in dichloromethane) to give N-(tert-butoxycarbonyl)-N′-ethyl-N″-(1-(4-methylpyridin-2-yl)-pyrrolidin-3-yl)guanidine (290 mg).

後処理

  1. washwashed with water three times and brine
  2. dry with materialdried over sodium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was purified by column chromatography (silica gel 25 g, 5% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-f6197ae59ef947c7a4411d2a78813eb9
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06521643B1

反応ノート

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