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Diisopropylethylamine → 5-cyano-6-ethoxy-3-nitro-N-((1-((2-(pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methyl)picolinamide

HRID 2407839
ノート
印刷プレビュー

反応式

HRID 2407839 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([N+:15]([O-:17])=[O:16])[C:6]([C:12]([OH:14])=O)=[N:7][C:8]=1[O:9][CH2:10][CH3:11])#[N:2].O.ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.Cl.Cl.Cl.[N:44]1[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=1[C:50]1[S:51][C:52]([CH2:55][N:56]2[CH2:61][CH2:60][CH:59]([CH2:62][NH2:63])[CH2:58][CH2:57]2)=[CH:53][N:54]=1.C(N(CC)C(C)C)(C)C>CN(C)C=O.O>[C:1]([C:3]1[CH:4]=[C:5]([N+:15]([O-:17])=[O:16])[C:6]([C:12]([NH:63][CH2:62][CH:59]2[CH2:60][CH2:61][N:56]([CH2:55][C:52]3[S:51][C:50]([C:45]4[CH:46]=[CH:47][CH:48]=[CH:49][N:44]=4)=[N:54][CH:53]=3)[CH2:57][CH2:58]2)=[O:14])=[N:7][C:8]=1[O:9][CH2:10][CH3:11])#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 585043075-cyano-6-ethoxy-3-nitropicolinic AcidHCID 66989375(1-((2-(Pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methanamine Trihydrochloride

生成物 1

HCID 58504227
5-cyano-6-ethoxy-3-nitro-N-((1-((2-(pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methyl)picolinamide
収率 47.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of the compound prepared in Example 447 (94 mg) and 1-hydroxybenzotriazole hydrate (67 mg) in N,N-dimethylformamide (2.5 mL) at ambient temperature was added 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (84 mg). The resulting solution was stirred at ambient temperature for 40 minutes, and then the compound prepared in Example 214 (189 mg) was added, followed immediately by N,N-diisopropylethylamine (0.35 mL). The resulting mixture was stirred at ambient temperature for 1 hr 50 minutes, and then diluted with water (25 mL). After stirring for 30 minutes, the resulting precipitate was collected by filtration, washed with a small amount of water, and dried under vacuum to provide the title compound (95 mg) with the following physical data.

後処理

  1. stirringThe resulting mixture was stirred at ambient temperature for 1 hr 50 minutes
  2. stirringAfter stirring for 30 minutes
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with a small amount of water
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-e740be7d23d4433b890791fd5a6af99f
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

読み込み中…

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