1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Methyl 2,6-difluoro-4-[(3-methoxymethoxy-5,5,8,8,-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoate

HRID 1935654ノート

反応式

HRID 1935654 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[C:6]([C:19](O)=[O:20])=[CH:7][C:8]2[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][C:12]([CH3:16])([CH3:15])[C:13]=2[CH:14]=1.[F:22][C:23]1[CH:32]=[C:31]([NH2:33])[CH:30]=[C:29]([F:34])[C:24]=1[C:25]([O:27][CH3:28])=[O:26].Cl.CN(C)CCCN=C=NCC>C(Cl)Cl.CN(C)C1C=CN=CC=1>[F:22][C:23]1[CH:32]=[C:31]([NH:33][C:19]([C:6]2[C:5]([O:4][CH2:3][O:2][CH3:1])=[CH:14][C:13]3[C:12]([CH3:16])([CH3:15])[CH2:11][CH2:10][C:9]([CH3:18])([CH3:17])[C:8]=3[CH:7]=2)=[O:20])[CH:30]=[C:29]([F:34])[C:24]=1[C:25]([O:27][CH3:28])=[O:26]

参加物

6

反応物 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 158405323-(Methoxymethoxy)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acidHCID 23001755Methyl 4-amino-2,6-difluorobenzoate

生成物 1

HCID 22465055Methyl 2,6-difluoro-4-[(3-methoxymethoxy-5,5,8,8,-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-methoxymethoxy-5,5,8,8,-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid (Compound K, as described in U.S. Pat. No. 5,856,490, 112mg, 0.38 mmol) in 6 ml of anhydrous methylene chloride was added 4-(dimethylamino)pyridine (DMAP, 100 mg, 0.46mmol), methyl 2,6-difluoro-4-aminobenzoate (Compound H1, as described in U.S. Pat. No. 5,856,490, 77mg, 0.38mmol ) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 110 mg, 0.57 mmol). The reaction mixture was stirred at room temperature for overnight then concentrated to dryness. The residue was purified by column chromatography with ethyl acetate: hexane (1:9) to yield the title compound as a clear oil.

後処理

  1. concentrationthen concentrated to dryness
  2. customThe residue was purified by column chromatography with ethyl acetate: hexane (1:9)

出典と根拠

ORDレコード
ord-da1dd56b9f354d9ca2f8683bc6214c71
出典データセット
uspto-grants-2002_05
特許番号
US06387950B2

反応ノート

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