Hydrochloric Acid → HCID 21091512、化合物

HRID 1348583ノート

反応式

HRID 1348583 の反応式
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[O:4][CH2:3]1.[F:15][C:16]([F:29])([C:25]([F:28])([F:27])[F:26])[CH2:17][NH:18][C:19](=[O:24])[CH2:20][C:21](O)=[O:22].O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.C(N(C(C)C)CC)(C)C.Cl>O1CCCC1>[CH3:10][N:7]1[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[O:4][CH2:3][C@H:2]([NH:1][C:21](=[O:22])[CH2:20][C:19]([NH:18][CH2:17][C:16]([F:29])([F:15])[C:25]([F:26])([F:28])[F:27])=[O:24])[C:8]1=[O:9]

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 21072520HCID 21072520、化合物HCID 57471845(S)-7-amino-9-methyl-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one

生成物 1

HCID 21091512HCID 21091512、化合物収率 39.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 0.06 g (0.31 mmol) (S)-7-amino-9-methyl-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one in 5 ml tetrahydrofurane were added 0.07 g (0.31 mmol) N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid, 0.04 g (0.31 mmol) 1-hydroxybenzotriazole hydrate, 0.06 g (0.31 mmol) N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimid-hydrochloride and 0.1 ml (0.62 mmol) diisopropylethylamine. After stirring at room temperature over night the mixture was added to 1N aqueous hydrochloric acid. Extraction with dichloromethane, followed by washing with saturated aqueous sodium bicarbonate solution and drying with sodium sulfate, and chromatography on silicagel with ethylacetate/heptane yielded 0.05 g (39%) N-((S)-9-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-N′-(2,2,3,3,3-pentafluoro-propyl)-malonamide as white solid, MS m/e (%): 410.3 (M+H+, 100).

後処理

  1. extractionExtraction with dichloromethane
  2. washby washing with saturated aqueous sodium bicarbonate solution
  3. dry with materialdrying with sodium sulfate, and chromatography on silicagel with ethylacetate/heptane

出典と根拠

ORDレコード
ord-cd1c55957bbd49508baf3f27d39a6cdb
出典データセット
uspto-grants-2007_05
特許番号
US07211573B2

反応ノート

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