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

Oxygen → HCID 59254925, 화합물

HRID 2194996
노트
인쇄 미리보기

반응식

HRID 2194996 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](I)=[CH:4][C:3]=1[C:9]1[N:18]=[CH:17][C:16]2[CH2:15][CH2:14][C:13]3[N:19]=[C:20]([NH:22][C:23](=[O:25])[CH3:24])[S:21][C:12]=3[C:11]=2[N:10]=1.[C:26]([CH:28]1[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]1)#[CH:27].C(N(C(C)C)CC)(C)C.O=O>O1CCCC1.Cl.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cu]I.ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:27]#[C:26][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:4][C:3]=1[C:9]1[N:18]=[CH:17][C:16]2[CH2:15][CH2:14][C:13]3[N:19]=[C:20]([NH:22][C:23](=[O:25])[CH3:24])[S:21][C:12]=3[C:11]=2[N:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 4

HCID 977OxygenHCID 81531DiisopropylethylamineHCID 15550481tert-Butyl 4-ethynylpiperidine-1-carboxylateHCID 59254920HCID 59254920, 화합물

생성물 1

HCID 59254925HCID 59254925, 화합물

시약·촉매·용매 5

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 13169693Triphenylphosphine palladium dichloride촉매
HCID 313Hydrochloric Acid용매
HCID 6344Dichloromethane용매
HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

2.0 g (4.0 mmol) N-[8-(2-chloro-5-iod-phenyl)-4,5-dihydro-thiazolo[4,5-h]quinazolin-2-yl]-acetamide are placed in 50 mL tetrahydrofuran under an argon atmosphere and combined with 1.5 g (7 mmol) tert-butyl 4-ethynyl-piperidine-1-carboxylate and 0.5 ml (3 mmol) diisopropylethylamine. The mixture is kept free from oxygen and 78 mg (0.1 mmol) triphenylphosphine palladium(II)-chloride and 21 mg (0.1 mmol) copper(I)-iodide are added. The mixture is stirred for 5 hours at 80° C. After cooling to ambient temperature the reaction mixture is combined with dichloromethane and washed with dilute ammonia solution. The organic phase is dried and evaporated to dryness. The residue is purified by chromatography, corresponding fractions are combined and freeze-dried. The intermediate product obtained is stirred for 2 hours in ethereal hydrochloric acid, suction filtered and dried. Yield: 65 mg (m.p.: 162° C.; MH+=430; RT=3.72; Method A)

후처리

  1. additionare added
  2. temperatureAfter cooling to ambient temperature the reaction mixture
  3. washwashed with dilute ammonia solution
  4. customThe organic phase is dried
  5. customevaporated to dryness
  6. customThe residue is purified by chromatography, corresponding fractions
  7. customfreeze-dried
  8. customThe intermediate product obtained
  9. filtrationsuction filtered
  10. customdried
  11. customYield: 65 mg (m.p.: 162° C.; MH+=430; RT=3.72; Method A)

출처 및 근거

ORD 기록
ord-ce38d3b873544439ac29a9b1585fc891
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08334378B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트