Acetic Acid → HCID 89442445, 화합물

HRID 632723노트

반응식

HRID 632723 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([NH2:20])=[N:10][CH:11]=[N:12][C:13]=2[N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:4][CH:3]=1.[Cl:21][C:22]1[C:29]([Cl:30])=[CH:28][C:25]([CH:26]=O)=[C:24]([OH:31])[CH:23]=1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.C(Cl)Cl>[NH2:20][C:9]1[N:10]=[CH:11][N:12]=[C:13]([N:14]2[CH2:19][CH2:18][N:17]([CH2:26][C:25]3[CH:28]=[C:29]([Cl:30])[C:22]([Cl:21])=[CH:23][C:24]=3[OH:31])[CH2:16][CH2:15]2)[C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 5283894,5-Dichloro-2-hydroxybenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 89442443HCID 89442443, 화합물

생성물 1

HCID 89442445HCID 89442445, 화합물수율 80.7%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

A reaction mixture of 5-(4-fluoro-phenyl)-6-piperazin-1-yl-pyrimidin-4-ylamine (400.0 mg; 1.46 mmol; 1.00 eq.), 4,5-dichloro-2-hydroxy-benzaldehyde (279.5 mg; 1.46 mmol; 1.00 eq.), Acetic acid (87.8 mg; 1.46 mmol; 1.00 eq.) and sodium triacetoxy borohydride (926.1 mg; 4.39 mmol; 3.00 eq.) in DCE (10 ml) was stirred overnight at RT. The reaction solution was diluted with DCM and washed with brine. The organic layer was dried and concentrated, which was added 10 ml of ether and stirred for 5 mins. The precipitate was filtered to afford the title as white off solid (528 mg, yield 80.5%). LC-MS: (M+1=448, obsd.=448/450).

후처리

  1. washwashed with brine
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. additionwhich was added 10 ml of ether
  5. stirringstirred for 5 mins
  6. filtrationThe precipitate was filtered

출처 및 근거

ORD 기록
ord-a2798236ce7f480fbef594c7cd7ffd66
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321760B2

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