1,4-Dioxane → (4-Benzyloxyphenyl)-(6-iodo-7-fluoroquinazolin-4-yl)-amine hydrochloride

HRID 6818노트

반응식

HRID 6818 반응식
Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([F:14])=[C:10]([I:13])[CH:11]=2)[N:6]=[CH:5][N:4]=1.O1CCOCC1.Cl.[CH2:22]([O:29][C:30]1[CH:36]=[CH:35][C:33]([NH2:34])=[CH:32][CH:31]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>ClCCl>[ClH:2].[CH2:22]([O:29][C:30]1[CH:31]=[CH:32][C:33]([NH:34][C:3]2[C:12]3[C:7](=[CH:8][C:9]([F:14])=[C:10]([I:13])[CH:11]=3)[N:6]=[CH:5][N:4]=2)=[CH:35][CH:36]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

참가 물질

5

반응물 3

HCID 312751,4-DioxaneHCID 27238314-Benzyloxyaniline hydrochlorideHCID 219520054-Chloro-6-iodo-7-fluoro-quinazoline Hydrochloride

생성물 1

HCID 21952109(4-Benzyloxyphenyl)-(6-iodo-7-fluoroquinazolin-4-yl)-amine hydrochloride수율 79.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
110 °C

실험 절차

Prepared according to Procedure A from 4-chloro-6-iodo-7-fluoro-quinazoline hydrochloride (4.02 grams, 11.65 mmoles), anhydrous dioxane (70 ml), dichloromethane (20 ml), and 4-benzyloxyaniline hydrochloride (2.83 grams, 12 mmoles). The mixture was stirred and heated to 110° C. (oil bath temperature) for 16 hours, cooled to room temperature and filtered to remove the precipitated solids. The solids were washed with cold anhydrous dioxane (100 ml) followed by cold anhydrous diethyl ether. The yellowish solid was collected and dried under vacuum at room temperature to yield 4.68 grams (79%) of the title compound. δH NMR (400 MHz, DMSO-d6): 11.2 (s, 1H), 9.3(d, 1H), 8.79(s, 1H), 7.64(d, 1H), 7.58(d, 2H), 7.44(d, 2H), 7.38(m, 2H), 7.31(m, 1H), 7.09(d, 2H), 5.14(s, 2H) ESI-MS m/z 472(M+1).

후처리

  1. customPrepared
  2. temperaturecooled to room temperature
  3. filtrationfiltered
  4. customto remove the precipitated solids
  5. washThe solids were washed with cold anhydrous dioxane (100 ml)
  6. customThe yellowish solid was collected
  7. customdried under vacuum at room temperature

출처 및 근거

ORD 기록
ord-c203ffc909de4ce88f61035e85a6eb6c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084147B2

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