Triethylamine → HCID 59153166、化合物

HRID 2355295ノート

反応式

HRID 2355295 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([OH:9])=O)[N:4]=[CH:3]1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.Cl.[NH2:34][CH2:35][C:36]1[CH:41]=[CH:40][C:39]([CH2:42][OH:43])=[CH:38][CH:37]=1.C(N(CC)CC)C>C(#N)C>[OH:43][CH2:42][C:39]1[CH:40]=[CH:41][C:36]([CH2:35][NH:34][C:7]([C:5]2[N:4]=[CH:3][N:2]([CH3:1])[CH:6]=2)=[O:9])=[CH:37][CH:38]=1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 5415091-methyl-1H-imidazole-4-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 46738133[4-(Aminomethyl)phenyl]methanol--hydrogen chloride (1/1)

生成物 1

HCID 59153166HCID 59153166、化合物収率 65.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Stir a mixture of 1-methyl-1H-imidazole-4-carboxylic acid (4.0 g, 31.67 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (6.6 g, 34.5 mmol) and 1-hydroxybenzotriazole hydrate (5.29 g, 34.5 mmoles) in anhydrous acetonitrile (150 mL) at room temperature for 1 hr. Add to the reaction mixture (4-aminomethyl-phenyl)-methanol hydrochloride (5.0 g, 28.8 mmol) and triethylamine (8.4 mL, 60.5 mmol). Stir the reaction mixture at room temperature overnight. Quench the reaction mixture with water and extract with ethyl acetate (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate to provide the title compound (4.6 g, 18.8 mmol). MS (m/z): 246 (M+1).

後処理

  1. stirringStir the reaction mixture at room temperature overnight
  2. customQuench the reaction mixture with water
  3. extractionextract with ethyl acetate (3×)
  4. washCombine the organic layers, wash with brine
  5. dry with materialdry over sodium sulfate
  6. concentrationconcentrate

出典と根拠

ORDレコード
ord-55368f18428e40f697f4493b7f12df8b
出典データセット
uspto-grants-2010_07
特許番号
US07754742B2

反応ノート

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