홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Sodium borohydride → 6-Bis(phenylmethyl)amino-4,5-diamino-pyridine-3-carboxylic acid ethyl ester

HRID 1268833
노트
인쇄 미리보기

반응식

HRID 1268833 반응식
[BH4-].[Na+].[CH2:3]([O:5][C:6]([C:8]1[CH:9]=[N:10][C:11]([N:18]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:12]([N+:15]([O-])=O)[C:13]=1[NH2:14])=[O:7])[CH3:4]>CO.ClCCl.O.[Ni](Cl)Cl>[CH2:3]([O:5][C:6]([C:8]1[CH:9]=[N:10][C:11]([N:18]([CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[C:12]([NH2:15])[C:13]=1[NH2:14])=[O:7])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 4311764Sodium borohydride2회HCID 690647034-Amino-6-bis(phenylmethyl)amino-5-nitro-pyridine-3-carboxylic acid ethyl ester

생성물 1

HCID 690704746-Bis(phenylmethyl)amino-4,5-diamino-pyridine-3-carboxylic acid ethyl ester수율 24.1%

시약·촉매·용매 3

HCID 16212333Nickel chloride hydrate촉매HCID 887Methanol
용매
HCID 6344Dichloromethane용매

실험 절차

Sodium borohydride (151 mg, 4.1 mmol) was added to a solution of nickel (II) chloride hydrate (261 mg, 1.1 mmol) in MeOH (26 mL). After 30 min. at room temperature, a solution of 4-amino-6-bis(phenylmethyl)amino-5-nitro-pyridine-3-carboxylic acid ethyl ester (0.9 g, 2.2 mmol) in dichloromethane (5 mL) was added followed by the addition of sodium borohydride (353 mg). The mixture was stirred over night then filtered through a layer of silica gel. The organic was diluted with dichloromethane, washed with brine and dried over sodium sulfate. The organics were filtered, concentrated and purified by column chromatography (dichloromethane:methanol, 20:1). 11 was obtained as a white solid (200 mg). 1H NMR (400 MHz, d6-DMSO) δ: 1.26 (t, J=7.1 Hz, 3H), 4.21 (s, 4H), 4.22 (q, J=7.1 Hz, 2H), 4.52 (s, 2H), 6.73 (s, 2H), 7.14–7.31 (m, 10H), 8.01 (s, 1H). ESIMS, M/Z, 377 (M+1)+.

후처리

  1. filtrationthen filtered through a layer of silica gel
  2. additionThe organic was diluted with dichloromethane
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationThe organics were filtered
  6. concentrationconcentrated
  7. custompurified by column chromatography (dichloromethane:methanol, 20:1)

출처 및 근거

ORD 기록
ord-22383ad2578a4a9cbeb39c3c72ee2280
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07199119B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트