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

Diisopropylamine → {3-[3-(4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester

HRID 916767
노트
인쇄 미리보기

반응식

HRID 916767 반응식
[Cl:1][C:2]1[C:3]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15](I)[CH:14]=3)=[O:12])=[CH:9][N:8]([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[C:25]([O:29][C:30](=[O:35])[NH:31][CH2:32][C:33]#[CH:34])([CH3:28])([CH3:27])[CH3:26].C(NC(C)C)(C)C>C1COCC1.[Cu](I)I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:25]([O:29][C:30](=[O:35])[NH:31][CH2:32][C:33]#[C:34][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([C:11]([C:10]2[C:3]3[C:2]([Cl:1])=[N:7][CH:6]=[N:5][C:4]=3[N:8]([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[CH:9]=2)=[O:12])[CH:14]=1)([CH3:28])([CH3:27])[CH3:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 7912DiisopropylamineHCID 11073648tert-butyl N-(prop-2-yn-1-yl)carbamateHCID 86760548(4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-iodo-phenyl)-methanone

생성물 1

HCID 86760549{3-[3-(4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-prop-2-ynyl}-carbamic acid tert-butyl ester수율 86%

시약·촉매·용매 3

HCID 83717
Copper iodide
촉매
HCID 178418476HCID 178418476, 화합물촉매
HCID 8028Tetrahydrofuran용매

실험 절차

A solution of (4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-iodo-phenyl)-methanone (500 mg, 1.1 mmol), Prop-2-ynyl-carbamic acid tert-butyl ester (341 mg, 2.2 mmol), Copper Iodide (21 mg, 0.11 mmol), PdCl2(PPh3)2 (77 mg, 0.11 mmol), and diisopropylamine (111 mg, 1.1 mmol) in THF (25 mL) was stirred at room temperature under N2. After 24 h the reaction was quenched with saturated aqueous NH4Cl and the aqueous layer was extracted with EtOAc (3×). The combined organic layers were dried over Na2SO4 and concentrated. Purification by flash column chromatography (hexanes/ethyl acetate 7:3) afforded the title compound as a yellow solid (452 mg, 86%). %). MS: 479.2/481.2 (MH+); HPLC Rf: 7.26 min. (HPLC method 4).

후처리

  1. customAfter 24 h the reaction was quenched with saturated aqueous NH4Cl
  2. extractionthe aqueous layer was extracted with EtOAc (3×)
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated
  5. customPurification by flash column chromatography (hexanes/ethyl acetate 7:3)

출처 및 근거

ORD 기록
ord-4f1cdc13ebbc40f1be08f297d0acb634
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07271262B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트