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

Hydrochloric Acid → [3-Amino-6-(3,4-dichloro-phenyl)-pyrazin-2-yl]-(4-piperidin-1-ylmethyl-phenyl)-methanone

HRID 81463
노트
인쇄 미리보기

반응식

HRID 81463 반응식
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([Mg]Br)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CON(C)[C:19]([C:21]1[C:26]([NH2:27])=[N:25][CH:24]=[C:23]([C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=2)[N:22]=1)=[O:20].Cl>C1COCC1>[NH2:27][C:26]1[C:21]([C:19]([C:11]2[CH:12]=[CH:13][C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:9][CH:10]=2)=[O:20])=[N:22][C:23]([C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=2)=[CH:24][N:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 866345423-Amino-6-(3,4-dichloro-phenyl)-pyrazine-2-carboxylic acid methoxy-methyl amide2회HCID 178419630HCID 178419630, 화합물

생성물 1

HCID 44233342[3-Amino-6-(3,4-dichloro-phenyl)-pyrazin-2-yl]-(4-piperidin-1-ylmethyl-phenyl)-methanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

A solution of 0.25 M [4-(1-piperidinyl-methyl)phenyl]magnesium bromide in THF (5.51 ml, 1.37 mmol) is added dropwise to a solution of 3-amino-6-(3,4-dichloro-phenyl)-pyrazine-2-carboxylic acid methoxy-methyl amide (Intermediate B) (0.09 g, 0.27 mmol) in THF (5 ml) and the resulting solution is stirred for 2 hours. The solution is cooled to 0° C., and 2M HCl (10 ml) is added. The solution is washed with EtOAc (20 ml) and then the pH is adjusted to 11 using 2M NaOH. Extraction with EtOAc (50 ml), drying (MgSO4) and removal of solvent in vacuo affords a yellow oil. Purification by flash chromatography (SiO2, 50-100% EtOAc in iso-hexane) followed by trituration with methanol affords the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-6) δ 9.04 (1H, s), 8.12 (1H, d), 7.97 (2H, bs), 7.93-7.88 (3H, m), 7.71 (1H, d), 7.47 (2H, d), 3.54 (2H, s), 2.36 (4H, bs), 1.52-1.51 (4H, m), 1.43-1.37 (2H, m); MS m/z 441, 443 [M+H]+

후처리

  1. washThe solution is washed with EtOAc (20 ml)
  2. extractionExtraction with EtOAc (50 ml)
  3. customdrying
  4. custom(MgSO4) and removal of solvent in vacuo
  5. customaffords a yellow oil
  6. customPurification by flash chromatography (SiO2, 50-100% EtOAc in iso-hexane)

출처 및 근거

ORD 기록
ord-5955e02f18954e03bc3695ee92def8e7
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846687B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트