Cyanogen Bromide → 3-(2-amino-6-phenoxy-4H-quinazolin-3-yl)-N-cyclohexyl-N-methyl-propionamide

HRID 1968776노트

반응식

HRID 1968776 반응식
[NH2:1][C:2]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:18][C:3]=1[CH2:4][NH:5][CH2:6][CH2:7][C:8]([N:10]([CH3:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].[N:29]#[C:30]Br>C(O)C>[NH2:29][C:30]1[N:5]([CH2:6][CH2:7][C:8]([N:10]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH3:17])=[O:9])[CH2:4][C:3]2[C:2](=[CH:21][CH:20]=[C:19]([O:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:18]=2)[N:1]=1

참가 물질

4

반응물 2

HCID 10476Cyanogen BromideHCID 586251533-(2-Amino-5-phenoxy-benzylamino)-N-methyl-N-phenyl-propionamide

생성물 1

HCID 586251423-(2-amino-6-phenoxy-4H-quinazolin-3-yl)-N-cyclohexyl-N-methyl-propionamide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 3-(2-amino-5-phenoxy-benzylamino)-N-methyl-N-phenyl-propionamide (diamine) (1.4 g, 0.0037 mol) and cyanogen bromide (0.58 g, 0.0055 mol) in 70 mL of ethanol was refluxed for 3 h. The solvent was evaporated to yield a residue, which was crystallized from EtOAc (100 mL). The resulting precipitate was dissolved in ethanol and stirred for 3 h. The resulting precipitate was collected by filtration, washed with ethanol, and dried to yield the title product, pure 3-(2-amino-6-phenoxy-4H-quinazolin-3-yl)-N-cyclohexyl-N-methyl-propionamide.

후처리

  1. customThe solvent was evaporated
  2. customto yield a residue, which
  3. customwas crystallized from EtOAc (100 mL)
  4. dissolutionThe resulting precipitate was dissolved in ethanol
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed with ethanol
  7. customdried

출처 및 근거

ORD 기록
ord-e149b86cc8ac47409f1351c2963b1410
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426429B2

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