Triethylamine → HCID 59153166, 화합물

HRID 2355295노트

반응식

HRID 2355295 반응식
[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

참가 물질

7

반응물 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)

생성물 1

HCID 59153166HCID 59153166, 화합물수율 65.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-55368f18428e40f697f4493b7f12df8b
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754742B2

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