Triethylamine → HCID 86683394, 화합물

HRID 579425노트

반응식

HRID 579425 반응식
Br.[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH:13]=[O:14])[CH2:9][NH:8][CH2:7][CH2:6]2.C(N(CC)CC)C.[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][C:31](O)=[O:32])[CH2:25][CH2:24]1.Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>O1CCCC1>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH:13]=[O:14])[CH2:9][N:8]([C:31](=[O:32])[CH2:30][CH2:29][N:26]1[CH2:25][CH2:24][N:23]([CH3:22])[CH2:28][CH2:27]1)[CH2:7][CH2:6]2

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 13953803-(4-Methylpiperazin-1-yl)propanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86683392HCID 86683392, 화합물

생성물 1

HCID 86683394HCID 86683394, 화합물수율 21.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred mixture of 6-hydroxy-1,2,3,4-tetrahydro-isoquinoline-7-carbaldehyde hydrobromide (82 mg, 0.46 mmol) and triethylamine (322 μL, 234 mg, 2.3 mmol) in anhydrous tetrahydrofuran (2 mL), 3-(4-methyl-piperazin-1-yl)-propionic acid (80 mg, 0.46 mmol), (3-dimethylamino-propyl)-ethyl-carbodiimide hydrochloride (98 mg, 0.51 mmol) and 1-hydroxybenzotriazole (69 mg, 0.51 mmol) were added in the above order and the mixture was stirred at room temperature for 7 h. After evaporation, the residue was taken up in chloroform (10 mL) and washed with sat NaHCO3 (2×5 mL) and brine (5 mL). The organic phase was dried over MgSO4 and evaporated. The obtained crude product (94 mg) was purified by column chromatography on silica gel, eluting with CHCl3/MeOH 94/6 mixture. In this manner the title compound (33 mg, 0.10 mmol, 21%) was obtained.

후처리

  1. additionwere added in the above order
  2. customAfter evaporation
  3. washwashed
  4. dry with materialThe organic phase was dried over MgSO4
  5. customevaporated
  6. customThe obtained crude product (94 mg)
  7. customwas purified by column chromatography on silica gel
  8. washeluting with CHCl3/MeOH 94/6 mixture

출처 및 근거

ORD 기록
ord-ac0d1a58ad1c42f5813081f9e6140bf0
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040714B2

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