5-Bromo-2-furanecarboxylic acid → HCID 71089659, 화합물

HRID 589653노트

반응식

HRID 589653 반응식
[Br:1][C:2]1[O:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.[NH2:10][CH:11]1[CH:18]2[CH2:19][C:14]3([C:21]([NH2:23])=[O:22])[CH2:15][CH:16]([CH2:20][CH:12]1[CH2:13]3)[CH2:17]2.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[Br:1][C:2]1[O:6][C:5]([C:7]([NH:10][CH:11]2[CH:12]3[CH2:20][CH:16]4[CH2:15][C:14]([C:21](=[O:22])[NH2:23])([CH2:19][CH:18]2[CH2:17]4)[CH2:13]3)=[O:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 4

HCID 685115-Bromo-2-furanecarboxylic acidHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 668634414-Aminoadamantane-1-carboxamide

생성물 1

HCID 71089659HCID 71089659, 화합물

실험 절차

To a solution prepared by dissolving 100 mg of 5-bromofuran-2-carboxylic acid, 145 mg of (E) type 4-aminoadamantane-1-carboxylic acid amide (prepared from Preparation Example 1), and 202 mg of TBTU in MC was added dropwise 0.2 mL of DIEA and then stirred at room temperature for 4 hours. The reaction solution was washed with a 1N solution of HCl and a 1N solution of NaOH, respectively, and then washed again with brine. The resulting organic solution was dried over MgSO4 and after filtration, was distilled under a reduced pressure. The compound thus obtained was purified via recrystallization by using MeOH and ether to produce 150 mg of a white solid product.

후처리

  1. customTo a solution prepared
  2. washThe reaction solution was washed with a 1N solution of HCl
  3. washa 1N solution of NaOH, respectively, and then washed again with brine
  4. dry with materialThe resulting organic solution was dried over MgSO4
  5. filtrationafter filtration
  6. distillationwas distilled under a reduced pressure
  7. customThe compound thus obtained
  8. customwas purified via recrystallization

출처 및 근거

ORD 기록
ord-cbf02cc563084a3c844e97a8e7f0ef88
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233957B2

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