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

HRID 630771ノート

反応式

HRID 630771 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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+].

後処理

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

出典と根拠

ORDレコード
ord-c9ce48925ee546e2ac184572ef7b07a5
出典データセット
uspto-grants-2016_04
特許番号
US09315503B2

反応ノート

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