1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 86609334、化合物

HRID 459046ノート

反応式

HRID 459046 の反応式
[CH3:1][O:2][C:3]([N:5]([CH3:13])[CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:4].[F:14][C:15]1[CH:16]=[C:17]([N:34]2[CH2:38][C@H:37]([CH2:39][N:40]3[CH:44]=[CH:43][N:42]=[N:41]3)[O:36][C:35]2=[O:45])[CH:18]=[CH:19][C:20]=1[C:21]1[CH:22]=[N:23][C:24]([C:27]2[CH2:31][C@@H:30]([CH2:32]O)[O:29][N:28]=2)=[CH:25][CH:26]=1.Cl.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.CN(C=O)C.C(OCC)(=O)C>[CH3:1][O:2][C:3]([N:5]([CH3:13])[CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH2:32][C@H:30]1[O:29][N:28]=[C:27]([C:24]2[CH:25]=[CH:26][C:21]([C:20]3[CH:19]=[CH:18][C:17]([N:34]4[CH2:38][C@H:37]([CH2:39][N:40]5[CH:44]=[CH:43][N:42]=[N:41]5)[O:36][C:35]4=[O:45])=[CH:16][C:15]=3[F:14])=[CH:22][N:23]=2)[CH2:31]1)=[O:11])=[O:4]

参加物

7

反応物 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 9932836(5R)-3-(3-Fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-oneHCID 184429735-[(Methoxycarbonyl)(methyl)amino]pentanoic acid

生成物 1

HCID 86609334HCID 86609334、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The carbamate prepared as above (0.175 g, 0.93 mmol), (5R)-3-(3-fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Example 1: 0.25 g, 0.57 mmol), 4-dimethylaminopyridine (0.01 g, 0.08 mmol), and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.19 g, 0.99 mmol) were combined in DMF (2 ml). The suspension was allowed to stir for 3.5 hours at room temperature resulting in a clear solution. The mixture was then diluted with ethyl acetate, washed with water, and dried over magnesium sulfate. The residue obtained upon filtration and evaporation was purified via chromatography (silica gel, 0.5 to 10% methanol in dichloromethane). Evaporation of the product containing fractions and trituration of the resulting solid with diethyl ether yielded the title compound as a white powder (0.18 g), melting point: 82° C.

後処理

  1. customresulting in a clear solution
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customThe residue obtained upon filtration and evaporation
  5. customwas purified via chromatography (silica gel, 0.5 to 10% methanol in dichloromethane)
  6. customEvaporation of the product
  7. additioncontaining fractions and trituration of the resulting solid with diethyl ether

出典と根拠

ORDレコード
ord-f88fbe6980b34949a78027d335b08d6a
出典データセット
uspto-grants-2007_03
特許番号
US07192974B2

反応ノート

読み込み中…