1,2-Dichloroethane → (4-Methyl-3-triisopropylsilanyloxymethyl-piperazin-1-yl)-acetic acid N'-(5-fluoro-pyridin-2-yl)-hydrazide

HRID 1402191노트

반응식

HRID 1402191 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([O-:11])=O)[CH2:4][CH:3]1[CH2:12][O:13][Si:14]([CH:21]([CH3:23])[CH3:22])([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16].[Na+].[F:25][C:26]1[CH:27]=[CH:28][C:29]([NH:32][NH2:33])=[N:30][CH:31]=1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>C(Cl)Cl.O>[F:25][C:26]1[CH:27]=[CH:28][C:29]([NH:32][NH:33][C:9](=[O:11])[CH2:8][N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH:3]([CH2:12][O:13][Si:14]([CH:21]([CH3:22])[CH3:23])([CH:18]([CH3:19])[CH3:20])[CH:15]([CH3:16])[CH3:17])[CH2:4]2)=[N:30][CH:31]=1

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 199167865-Fluoro-2-hydrazinylpyridineHCID 86687053Sodium (4-methyl-3-triisopropylsilanyloxymethyl-piperazin-1-yl)-acetate

생성물 1

HCID 86687052(4-Methyl-3-triisopropylsilanyloxymethyl-piperazin-1-yl)-acetic acid N'-(5-fluoro-pyridin-2-yl)-hydrazide

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a mixture of Intermediate 56b (390 mg, 1.06 mmol), (5-fluoro-pyridin-2-yl)-hydrazine (135 mg, 1.06 mmol) and HOBt.H2O (14.4 mg, 106 mop in DCM (15 mL) was added EDC (245 mg, 1.27 mmol) and stirred for 18 h. The mixture was washed with water, sat. aq. NaHCO3 and brine, and concentrated in vacuo to leave the title compound as a brown residue (412 mg, 86%). LCMS (Method 3): Rt 3.00 min, m/z 454 [MH+].

후처리

  1. washThe mixture was washed with water, sat. aq. NaHCO3 and brine
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9ba49a2b6daf45258f3b1054ecdd0583
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907094B2

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