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反応

Triethylamine → N2-(4-bromo-1-methyl-1H-pyrazol-3-yl)-N1-(cyanomethyl)leucinamide

HRID 1744116

印刷プレビュー

反応式

HRID 1744116 の反応式

[Br:1][C:2]1[C:3]([NH:8][C@H:9]([C:14]([OH:16])=O)[CH2:10][CH:11]([CH3:13])[CH3:12])=[N:4][N:5]([CH3:7])[CH:6]=1.C1CN([P+](O[N:34]2N=[N:41][C:36]3C=CC=C[C:35]2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.Cl.NCC#N.C(N(CC)CC)C.C([O-])(O)=O.[Na+]>CN(C=O)C>[Br:1][C:2]1[C:3]([NH:8][C@H:9]([C:14]([NH:41][CH2:36][C:35]#[N:34])=[O:16])[CH2:10][CH:11]([CH3:12])[CH3:13])=[N:4][N:5]([CH3:7])[CH:6]=1

参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 8471Triethylamine

HCID 516892Sodium Bicarbonate

HCID 2724699PyBOP

HCID 11491918Aminoacetonitrile hydrochloride

HCID 69151592N-(4-bromo-1-methyl-1H-pyrazol-3-yl)leucine

生成物 1

HCID 86594568N2-(4-bromo-1-methyl-1H-pyrazol-3-yl)-N1-(cyanomethyl)leucinamide

試薬・触媒・溶媒

1

HCID 6228Dimethylformamide溶媒

実験手順

To N-(4-bromo-1-methyl-1H-pyrazol-3-yl)leucine (366 mg, 1.26 mmol), PyBOP (725 mg, 1.39 mmol), aminoacetonitrile hydrochloride (257 mg, 2.78 mmol) in dry DMF (15 mL) under dry nitrogen was added triethylamine (0.62 mL, 4.45 mmol) dropwise and the reaction stirred for 2½ hours. Aqueous sat. NaHCO3 was added and the product extracted with Et2O (2×), dried over Na2SO4, concentrated in vacuo and purified by flash chromatography over silica gel (EtOAc/Hex, 6/4) to afford N2-(4-bromo-1-methyl-1H-pyrazol-3-yl)-N1-(cyanomethyl)leucinamide.

後処理

extractionthe product extracted with Et2O (2×)
dry with materialdried over Na2SO4
concentrationconcentrated in vacuo
custompurified by flash chromatography over silica gel (EtOAc/Hex, 6/4)

出典と根拠

ORDレコード: ord-ca4d055fd75b417dac0ba279b0c59371
出典データセット: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07012075B2

反応ノート

読み込み中…

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