trans-Crotonyl chloride → N-[4-(3-Bromoanilino)quinazolin-7-yl]but-2-enamide

HRID 394725노트

반응식

HRID 394725 반응식
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Br:19])[CH:14]=3)=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[C:20](Cl)(=[O:24])/[CH:21]=[CH:22]/[CH3:23]>O1CCCC1>[Br:19][C:15]1[CH:14]=[C:13]([NH:12][C:6]2[C:5]3[C:10](=[CH:11][C:2]([NH:1][C:20](=[O:24])[CH:21]=[CH:22][CH3:23])=[CH:3][CH:4]=3)[N:9]=[CH:8][N:7]=2)[CH:18]=[CH:17][CH:16]=1

참가 물질

4

반응물 2

HCID 643131trans-Crotonyl chlorideHCID 53280457-Amino-4-[(3-bromophenyl)amino]quinazoline

생성물 1

HCID 57101720N-[4-(3-Bromoanilino)quinazolin-7-yl]but-2-enamide수율 31.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To an ice cold solution of 0.158 g of 7-amino-4-(3-bromoanilino)-quinazoline (J Med Chem, 1985:3482) in 5 mL of tetrahydrofuran was added dropwise a solution of 0.105 g of crotonic acid chloride in 5 mL of tetrahydrofuran. When the addition was complete, the ice bath was removed and the reaction stirred at room temperature for 15 hours. The reaction was filtered to remove the yellow solid which was washed with tetrahydrofuran and recrystallized from 20 mL of boiling methanol to afford 0.060 g of the desired product, mp >250° C.

후처리

  1. additionWhen the addition
  2. customthe ice bath was removed
  3. filtrationThe reaction was filtered
  4. customto remove the yellow solid which
  5. washwas washed with tetrahydrofuran
  6. customrecrystallized from 20 mL of boiling methanol

출처 및 근거

ORD 기록
ord-865809982dde4a86acbf5c0e36b19187
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06602863B1

반응 노트

불러오는 중…