Triethylamine → Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate

HRID 404767

반응식

HRID 404767 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:13]=[CH:14][CH:15]=1.C(N(CC)CC)C>C(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:9][C:10]2[CH:11]=[C:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH:13]=[CH:14][CH:15]=2)[CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 709434,6-DichloropyrimidineHCID 12877220tert-butyl N-(3-aminophenyl)carbamate

생성물 1

HCID 57708283Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

4,6-Dichloropyrimidine (1.5 g, 10 mmol), tert-butyl 3-aminophenylcarbamate (2.1 g, 10 mmol) and triethylamine (2.2 g, 20 mmol) were mixed in ethanol (20 mL), heated at 80° C. for 16 hr. The reaction mixture was cooled to RT and solvent was removed in vacuo. The gummy crude product was mixed with 20 mL of DCM and was stirred at RT to give an off-white solid, which was filtered and dried under vacuum (1.6 g, 5 mmol). MS (m/z): MH+=321, 323.

후처리

  1. temperatureThe reaction mixture was cooled to RT
  2. customsolvent was removed in vacuo
  3. additionThe gummy crude product was mixed with 20 mL of DCM
  4. customto give an off-white solid, which
  5. filtrationwas filtered
  6. customdried under vacuum (1.6 g, 5 mmol)

출처 및 근거

ORD 기록
ord-224bfa23e9db4f3aa6f1aca4bfb637f7
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748606B2

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