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

Diisopropylethylamine → 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid [1-(6-methoxy-3,4-dihydro-2H-1-oxa-5,9-diaza-phenanthren-3-ylmethyl)-piperidin-4-yl]-amide

HRID 633799
노트
인쇄 미리보기

반응식

HRID 633799 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([C:10]2[CH:11]=[CH:12][C:13]3[S:18][CH2:17][C:16](=[O:19])[NH:15][C:14]=3[CH:20]=2)=[O:9])[CH2:3][CH2:2]1.Br[CH2:22][CH:23]1[CH2:36][C:35]2[C:34]3[C:29](=[CH:30][CH:31]=[C:32]([O:37][CH3:38])[N:33]=3)[N:28]=[CH:27][C:26]=2[O:25][CH2:24]1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[CH3:38][O:37][C:32]1[N:33]=[C:34]2[C:29](=[CH:30][CH:31]=1)[N:28]=[CH:27][C:26]1[O:25][CH2:24][CH:23]([CH2:22][N:1]3[CH2:6][CH2:5][CH:4]([NH:7][C:8]([C:10]4[CH:11]=[CH:12][C:13]5[S:18][CH2:17][C:16](=[O:19])[NH:15][C:14]=5[CH:20]=4)=[O:9])[CH2:3][CH2:2]3)[CH2:36][C:35]2=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 711178593-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid piperidin-4-ylamideHCID 867306953-bromomethyl-6-methoxy-3,4-dihydro-2H-1-oxa-5,9-diaza-phenanthrene

생성물 1

HCID 714886353-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid [1-(6-methoxy-3,4-dihydro-2H-1-oxa-5,9-diaza-phenanthren-3-ylmethyl)-piperidin-4-yl]-amide

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

반응 조건

온도
80 °C

실험 절차

3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid piperidin-4-ylamide (56 mg, 0.16 mmol, 1.0 eq) is added at room temperature to a stirred solution of 3-bromomethyl-6-methoxy-3,4-dihydro-2H-1-oxa-5,9-diaza-phenanthrene (50 mg, 0.16 mmol, 1.0 eq) in N,N-dimethylformamide (2 mL), followed by N,N-diisopropylethylamine (30 μL, 0.17 mmol, 1.1 eq). After 24 hours stirring at 80° C., solvent is removed and the residue is extracted with dichloromethane (3×10 mL) and water (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a residue that is purified by preparative HPLC to afford 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid [1-(6-methoxy-3,4-dihydro-2H-1-oxa-5,9-diaza-phenanthren-3-ylmethyl)-piperidin-4-yl]-amide as an off-white lyophilized powder (39 mg, 47% yield).

후처리

  1. customsolvent is removed
  2. extractionthe residue is extracted with dichloromethane (3×10 mL) and water (10 mL)
  3. dry with materialThe combined organic layers are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a residue that
  7. customis purified by preparative HPLC

출처 및 근거

ORD 기록
ord-19b819287d9f4c31ab2dc5cd57d37751
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321788B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트