Xanthene-9-carboxylic acid → HCID 10765199、化合物

HRID 370268

反応式

HRID 370268 の反応式
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9](OC(C)(C)C)=O)[CH2:5][CH2:4]1.[CH:16]1[C:29]2[CH:28]([C:30]([OH:32])=O)[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[O:21][C:20]=2[CH:19]=[CH:18][CH:17]=1.Cl.C(N=C=N[CH2:39][CH2:40][CH2:41]N(C)C)C.ON1[C:50]2[CH:51]=C[CH:53]=[CH:54][C:49]=2N=N1>CN(C)C=O.O.C(N(CC)CC)C>[CH:39]1([CH2:9][N:6]2[CH2:5][CH2:4][CH:3]([NH:2][C:30]([CH:28]3[C:29]4[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=4[O:21][C:22]4[C:27]3=[CH:26][CH:25]=[CH:24][CH:23]=4)=[O:32])[CH2:8][CH2:7]2)[CH2:40][CH2:41][CH2:53][CH2:54][CH2:49][CH2:50][CH2:51]1

参加物

8

反応物 4

HCID 65736Xanthene-9-carboxylic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride2 回HCID 2756033tert-Butyl 4-aminopiperidine-1-carboxylate--hydrogen chloride (1/1)

生成物 1

HCID 10765199HCID 10765199、化合物収率 90.4%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

4.71 g of 4-amino-1-t-butoxycarbonylpiperidine hydrochloride and 4.50 g of xanthene-9-carboxylic acid were suspended in 150 ml of anhydrous N,N-dimethylformamide, and 5.5 ml of triethylamine was added thereto. The mixture was cooled in ice and 5.73 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (hereinafter referred to as EDCI.HCl) and 4.04 g of 1-hydroxybenzotriazole were successively added thereto. The temperature was raised to room temperature immediately, and the reaction solution was stirred for 12 hours. After the reaction solution was cooled to 0° C., 80 ml of water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with 10% citric acid solution, saturated aqueous sodium bicarbonate, water and saturated aqueous sodium chloride, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and 7.78 g of the title compound as a white solid was obtained.

後処理

  1. temperatureThe mixture was cooled in ice
  2. additionwere successively added
  3. temperatureAfter the reaction solution was cooled to 0° C.
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe organic layer was washed with 10% citric acid solution, saturated aqueous sodium bicarbonate, water and saturated aqueous sodium chloride
  6. dry with materialby drying over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-182ba7e6140b439eb025aae22a13211e
出典データセット
uspto-grants-2000_10
特許番号
US06140338

関連ノート

読み込み中…