Triethylamine → 5-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid methyl ester

HRID 251701

反応式

HRID 251701 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[CH:12][C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16](O)=[O:17].Cl.C(N=C=NCCCN(C)C)C.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.Cl.[CH3:52][O:53][C:54](=[O:60])[CH2:55][CH2:56][CH2:57][CH2:58][NH2:59]>[Cl-].[Na+].O.CN(C=O)C>[CH3:52][O:53][C:54](=[O:60])[CH2:55][CH2:56][CH2:57][CH2:58][NH:59][C:16](=[O:17])[C:15]1[CH:19]=[CH:20][CH:21]=[C:13]([CH:12]=[C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[NH:7][C:6]2=[O:11])[CH:14]=1

参加物

8

反応物 5

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 13672034Methyl 5-aminopentanoate hydrochlorideHCID 690330663-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acidHCID 178418300HCID 178418300、化合物

生成物 1

HCID 690347625-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid methyl ester収率 89%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

3-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid (283 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 5-aminovaleric acid methyl ester hydrochloride (202 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (337 mg, 89% yield) as a brown solid. LC-MS (m/z) 397 (M+1).

後処理

  1. additionwere added
  2. filtrationThe solids were collected by vacuum filtration
  3. washwashed with water
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-396d68cdaffe4c38868c21886558fa6a
出典データセット
uspto-grants-2011_01
特許番号
US07863315B2

関連ノート

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