Hydrochloric Acid → HCID 16769987, 화합물

HRID 726719

반응식

HRID 726719 반응식
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].C([O:13][C:14](=[O:18])[CH2:15][CH2:16][NH2:17])C.Cl.C([BH3-])#N.[Na+].[OH-].[Li+].CO>CN(C)C=O.C(O)(=O)C>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH:17][CH2:16][CH2:15][C:14]([OH:18])=[O:13])=[CH:5][CH:4]=1)#[N:2]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 660424-CyanobenzaldehydeHCID 419889Ethyl 3-aminopropanoateHCID 5003444Sodium cyanoborohydrideHCID 23717829Lithium hydroxide methanol

생성물 1

HCID 16769987HCID 16769987, 화합물수율 79%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매

실험 절차

4-cyanobenzaldehyde (0.65 g; 5 mmoles) and β-alanine ethyl ester.HCl (0.76 g; 5 mmoles) were dissolved in N,N-dimethylformamide (10 ml) containing 1% acetic acid. After 10 min., sodiumcyanoborohydride (0.35 g; 5 mmoles) was added to the solution. The reaction mixture was stirred at room temperature for 12 hrs. and taken down to dryness under reduced pressure. The residue was treated with 1N lithium hydroxide/methanol (1:1; 20 ml) for 15 min. Methanol was removed and the pH of the remaining solution was adjusted to pH 5 with 50% acetic acid. The product was purified by HPLC using a linear gradient of acetonitrile/water/trifluoroacetic acid. The desired fractions was collected and lyophilized to give 0.81 g of white solid (79% yield). FAB-MS: MH+ =205.1.

후처리

  1. customMethanol was removed
  2. customThe product was purified by HPLC
  3. customThe desired fractions was collected

출처 및 근거

ORD 기록
ord-c6ad0981756643088329bfd4623ad976
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05710166

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