1-Hydroxybenzotriazole → HCID 58126888、化合物

HRID 1971818ノート

反応式

HRID 1971818 の反応式
[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[CH:17][N:18]([CH2:19][C:20](=[O:27])[N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[C:12]2=[N:11][C:10]=1[C:28]([OH:30])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:32][CH2:33][C:34](=[O:43])[CH2:35][C:36]1[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=1.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.C(=O)(O)[O-].[Na+]>C1COCC1>[F:42][C:39]1[CH:38]=[CH:37][C:36]([CH2:35][C:34](=[O:43])[CH2:33][NH:32][C:28]([C:10]2[N:11]=[C:12]3[N:18]([CH2:19][C:20](=[O:27])[N:21]4[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]4)[CH:17]=[CH:16][N:13]3[C:14](=[O:15])[C:9]=2[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:30])=[CH:41][CH:40]=1

参加物

7

反応物 5

HCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 132906742-Propanone, 1-amino-3-(4-fluorophenyl)-, hydrochloride (1:1)HCID 58126863HCID 58126863、化合物

生成物 1

HCID 58126888HCID 58126888、化合物収率 40.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of the product of example 4 (1.0 g, 2.4 mmol) in THF (10 ml) was added compound 1-amino-3-(4-fluoro-phenyl)-propan-2-one hydrochloride (1.0 g, 4.9 mmol), EDCI.HCl (560 mg, 2.9 mmol), HOBt (400 mg, 2.9 mmol) and TEA (1 g, 9.9 mmol) successively at room temperature. The mixture was stirred overnight, after which saturated sodium bicarbonate was added and then extracted with ethyl acetate. The extracts were combined, washed with brine, and then dried over sodium sulfate. The product was purified by column chromatography (CH2Cl2/MeOH=100/1) to give the desired product (540 mg, 40% yield).

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. customThe product was purified by column chromatography (CH2Cl2/MeOH=100/1)

出典と根拠

ORDレコード
ord-40c431fefd6c4a8981a9e75ad16390b1
出典データセット
uspto-grants-2013_04
特許番号
US08431581B2

反応ノート

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