Dimethylacetamide → HCID 24946166, 화합물

HRID 1667446노트

반응식

HRID 1667446 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][N:6]=[C:5]2[Cl:13].Cl.[O:15]1[C:20]2[CH:21]=[CH:22][CH:23]=[C:24](NC)[C:19]=2[O:18][CH2:17][CH2:16]1.C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1.CC([O-])(C)C.[Na+].C[C:80]([N:82](C)C)=O>CCOC(C)=O>[Cl:13][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([NH:82][CH2:80][C:24]3[C:19]4[O:18][CH2:17][CH2:16][O:15][C:20]=4[CH:21]=[CH:22][CH:23]=3)[CH:3]=2)[C:8](=[O:12])[NH:7][N:6]=1

참가 물질

7

반응물 5

HCID 31374DimethylacetamideHCID 634876Binap, (A+-)-HCID 23676156Sodium t-butoxideHCID 533084876-Bromo-4-chlorophthalazin-1(2H)-oneHCID 67417056HCID 67417056, 화합물

생성물 1

HCID 24946166HCID 24946166, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.58 mmol), (2,3-dihydro-benzo[1,4]dioxin-5-yl)-methylamine hydrochloride (129 mg, 0.64 mmol), Pd-2(dba)3 (53 mg, 0.058 mmol), rac-BINAP (132 mg, 0.17 mmol) and NaOt-Bu (200 mg, 2.1 mmol) in DMA (6 mL) was heated at 80° C. for 1 h. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound. 4-Chloro-6-[(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-amino]-2H-phthalazin-1-one: 41 mg (20.6%): m/z (M+H)=344. 1H-NMR (DMSO-d6) δ: 12.33 (s, 1H), 7.92 (d, 1H), 7.53 (m, 1H), 7.13 (dd, 1H), 6.82 (m, 4H), 4.33 (m, 4H), 4.26 (m, 2H).

후처리

  1. temperatureto cool
  2. washwashed with water (25 mL)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5aa15beacb31482fafe577223554a2a1
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044041B2

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