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Water → 9-Chloro-2-[4-(3-pyrrolidin-1-yl-propyl)-phenylamino]-5h,7h-benzo[b]pyrimido[4,5-d]-azepin-6-one

HRID 545034
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HRID 545034 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[N:12]=[C:13]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([C:23]#[C:24][CH2:25][N:26]5[CH2:30][CH2:29][CH2:28][CH2:27]5)=[CH:19][CH:18]=4)[N:14]=[CH:15][C:10]=3[CH2:9][C:8](=[O:31])[NH:7][C:6]=2[CH:32]=1.O>CCO.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[N:12]=[C:13]([NH:16][C:17]4[CH:18]=[CH:19][C:20]([CH2:23][CH2:24][CH2:25][N:26]5[CH2:27][CH2:28][CH2:29][CH2:30]5)=[CH:21][CH:22]=4)[N:14]=[CH:15][C:10]=3[CH2:9][C:8](=[O:31])[NH:7][C:6]=2[CH:32]=1
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참가 물질

5

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HCID 962WaterHCID 598513129-Chloro-2-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenylamino]-5h,7h benzo[b]pyrimido[4,5-d]azepin-6-one

생성물 1

HCID 598517059-Chloro-2-[4-(3-pyrrolidin-1-yl-propyl)-phenylamino]-5h,7h-benzo[b]pyrimido[4,5-d]-azepin-6-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
22 °C

실험 절차

To a solution of 9-chloro-2-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenylamino]-5H,7H benzo[b]pyrimido[4,5-d]azepin-6-one (I-47) (0.082 g, 0.19 mmol) in EtOH (5 mL) was added Pd/C (10% wt, ˜50% H2O, 0.01 g) and the mixture was placed under H2 (1 atm) and stirred for 12 h at 22° C. The reaction mixture was filtered through Celite® and the filtrate concentrated in vacuo to give crude product as a yellow oil. Purification by C-18 RP LC-MS chromatography afforded I-66 (0.046 g, 56%): HRMS Calcd. for C25H26ClN5O: 448.1904, Found 448.1907.

후처리

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate concentrated in vacuo
  3. customto give crude product as a yellow oil
  4. customPurification by C-18 RP LC-MS chromatography
  5. customafforded I-66 (0.046 g, 56%)

출처 및 근거

ORD 기록
ord-fd2c3b918b0f46288ebce27caea62986
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935694B2

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