Water → Rac-6-chloro-3-(3-chloro-benzyl)-3-(4-propoxy-phenylamino)-1,3-dihydro-indol-2-one

HRID 556448

반응식

HRID 556448 반응식
Br[C:2]1([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:12].[CH2:21]([O:24][C:25]1[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=1)[CH2:22][CH3:23].CCN(C(C)C)C(C)C.O>CC(O)C>[Cl:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=3)([NH:31][C:28]3[CH:27]=[CH:26][C:25]([O:24][CH2:21][CH2:22][CH3:23])=[CH:30][CH:29]=3)[C:3](=[O:12])[NH:4]2)=[CH:9][CH:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 78221Benzenamine, 4-propoxy-HCID 81531DiisopropylethylamineHCID 575072733-Bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one

생성물 1

HCID 57507274Rac-6-chloro-3-(3-chloro-benzyl)-3-(4-propoxy-phenylamino)-1,3-dihydro-indol-2-one수율 82.2%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

The mixture of rac-3-bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one (100 mg, 0.27 mmol) (from example 1c supra), 4-propoxy-phenylamine (61 mg, 0.41 mmol) and DIPEA (104.5 mg, 0.81 mmol) in propan-2-ol (10 mL) was stirred at room temperature for 2 h. Then water (10 mL) was added and the desired product was precipitated out, then filtrated and dried to give 98 mg of rac-6-chloro-3-(3-chloro-benzyl)-3-(4-propoxy-phenylamino)-1,3-dihydro-indol-2-one as a white solid. MS: 441 (M+H)+.

후처리

  1. customthe desired product was precipitated out
  2. filtrationfiltrated
  3. customdried

출처 및 근거

ORD 기록
ord-aa65df42b4b443e190e289d0f03192cd
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058269B2

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