Hydrochloric Acid → 3-amino-6-(4-{3-[(3-methoxypropyl)amino]propyl}phenyl)-N-pyridin-3-ylpyrazine-2-carboxamide

HRID 217778ノート

反応式

HRID 217778 の反応式
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][CH2:25][N:26]([CH2:34][CH2:35][CH2:36][O:37][CH3:38])C(=O)OC(C)(C)C)=[CH:19][CH:18]=2)=[N:6][C:7]=1[C:8](=[O:16])[NH:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1.Cl.[OH-].[Na+]>CCOC(C)=O.O>[NH2:1][C:2]1[C:7]([C:8]([NH:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[O:16])=[N:6][C:5]([C:17]2[CH:18]=[CH:19][C:20]([CH2:23][CH2:24][CH2:25][NH:26][CH2:34][CH2:35][CH2:36][O:37][CH3:38])=[CH:21][CH:22]=2)=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66678170Tert-butyl (3-{4-[5-amino-6-(pyridin-3-ylcarbamoyl)pyrazin-2-yl]phenyl}propyl)(3-methoxypropyl)carbamate

生成物 1

HCID 533023753-amino-6-(4-{3-[(3-methoxypropyl)amino]propyl}phenyl)-N-pyridin-3-ylpyrazine-2-carboxamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of the product of step (v) (300 g, 0.58 mol) in 4N—HCl in EtOAc (3 L) was stirred for 3 hours. The suspension was filtered and the yellow solid obtained. The solid was dissolved in H2O (1.2 L). 2N—NaOH was added dropwise into the solution to basified to pH=11. The mixture was extracted with a mixture of THF and EtOAc (5 L×2, 1:1) and the organic phase washed with aqueous 10%—NaCl and concentrated in vacuo. The subtitle compound (vi) was obtained (pale yellow solid, 210 g).

後処理

  1. filtrationThe suspension was filtered
  2. customthe yellow solid obtained
  3. extractionThe mixture was extracted with a mixture of THF and EtOAc (5 L×2, 1:1)
  4. washthe organic phase washed with aqueous 10%—NaCl
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3034a541a6194adcba2ea74e4c39f84d
出典データセット
uspto-grants-2012_06
特許番号
US08198285B2

反応ノート

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