1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-((R)-3-oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)-N-((R)-6-(1-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydronaphthalen-1-yl)acetamide

HRID 1444733ノート

反応式

HRID 1444733 の反応式
[O:1]=[C:2]1[NH:7][CH:6]=[CH:5][N:4]([S:8]([C:11]2[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[C@@H:3]1[CH2:18][C:19](O)=[O:20].[N:22]1([CH:28]([C:30]2[CH:31]=[C:32]3[C:37](=[CH:38][CH:39]=2)[C@H:36]([NH:40]C(=O)OC(C)(C)C)[CH2:35][CH2:34][CH2:33]3)[CH3:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[O:1]=[C:2]1[NH:7][CH:6]=[CH:5][N:4]([S:8]([C:11]2[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=2)(=[O:9])=[O:10])[C@@H:3]1[CH2:18][C:19]([NH:40][C@H:36]1[C:37]2[C:32](=[CH:31][C:30]([CH:28]([N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH3:29])=[CH:39][CH:38]=2)[CH2:33][CH2:34][CH2:35]1)=[O:20]

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 59167870(R)-2-(3-oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)acetic acidHCID 86602831tert-butyl(R)-6-(1-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydro-naphthalen-1-ylcarbamate

生成物 1

HCID 686816712-((R)-3-oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)-N-((R)-6-(1-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydronaphthalen-1-yl)acetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(R)-2-(3-Oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)acetic acid (140 mg) and (1R)-6-(1-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydronaphthalen-1-amine (122 mg, prepared in Example 12) are combined in 2 mL of DMF, then EDCI (112 mg) and HOBT (79 mg) are added and the mix is stirred under nitrogen overnight. Next the mix was quenched with sat. sodium bicarb., extracted with ethyl acetate, washed with brine, washed with water, dried with sodium sulfate, and concentrated. The compound was then purified on the varian using 10 to 90% acetonitrile in water to give the product. MS 551 (ESI, pos. ion).

後処理

  1. customNext the mix was quenched with sat. sodium bicarb
  2. extraction, extracted with ethyl acetate
  3. washwashed with brine
  4. washwashed with water
  5. dry with materialdried with sodium sulfate
  6. concentrationconcentrated
  7. customThe compound was then purified on the
  8. customto give the product

出典と根拠

ORDレコード
ord-4255a319bfb743ea83adeef9a0a5206c
出典データセット
uspto-grants-2010_02
特許番号
US07662811B2

反応ノート

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