Diisopropylethylamine → trans-N-(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)-4-phenylbenzamide

HRID 16152

반응식

HRID 16152 반응식
CCN(C(C)C)C(C)C.[C:10]1([C:16]2[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(O)(=O)/C=C\C(O)=O.[Cl:33][C:34]1[CH:53]=[CH:52][C:37]2[O:38][C:39]3[CH:51]=[CH:50][CH:49]=[CH:48][C:40]=3[C@@H:41]3[C@H:46]([NH2:47])[CH2:45][CH2:44][CH2:43][N:42]3[C:36]=2[CH:35]=1>C(Cl)Cl>[Cl:33][C:34]1[CH:53]=[CH:52][C:37]2[O:38][C:39]3[CH:51]=[CH:50][CH:49]=[CH:48][C:40]=3[C@@H:41]3[C@H:46]([NH:47][C:20](=[O:21])[C:19]4[CH:23]=[CH:24][C:16]([C:10]5[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=5)=[CH:17][CH:18]=4)[CH2:45][CH2:44][CH2:43][N:42]3[C:36]=2[CH:35]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 841514-Phenylbenzoyl chlorideHCID 86599859trans-7-Chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine maleate

생성물 1

HCID 86599861trans-N-(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)-4-phenylbenzamide수율 47.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

DIPEA (18.6 μL, 0.14 mmol) and 4-phenylbenzoyl chloride (15.2 mg, 0.07 mmol) were added to a solution of trans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine maleate (9.6 mg, 0.02 mmol) in 1 mL of CH2Cl2. The resulting mixture was stirred for 18 h at room temperature. The organic layer was washed with 5% aqueous sodium bicarbonate and H2O, dried (Na2SO4) and evaporated. Additional chromatography on silica (elution with toluene/ethyl acetate 9:1→toluene/ethyl acetate 1:1) gave trans-N-(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)-4-phenylbenzamide (4.6 mg, 44%). Data: (m/z)=350 (M+H)+.

후처리

  1. washThe organic layer was washed with 5% aqueous sodium bicarbonate and H2O
  2. dry with materialdried (Na2SO4)
  3. customevaporated

출처 및 근거

ORD 기록
ord-36620f0501694e209f7346bd72b71148
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737136B2

연결된 노트

불러오는 중…