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Diisopropylethylamine → (+/-)-2-[2-[[4-[5-(7-Ethyl-2-methyl-4H-benzo[5,6]cyclohept[1,2-d]oxazol-4-yl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]pyrimidin-2-yl]amino]acetylamino]-4-thiazoleacetic acid, ethyl ester

HRID 324403
ノート
印刷プレビュー

反応式

HRID 324403 の反応式
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH:13]=[C:12]([CH:14]3[C:20]4[N:21]=[C:22]([CH3:24])[O:23][C:19]=4[CH:18]=[CH:17][C:16]4[CH:25]=[C:26]([CH2:29][CH3:30])[CH:27]=[CH:28][C:15]3=4)[C:11](=[O:31])[NH:10][C:9]2=[O:32])[CH:5]=[CH:4][N:3]=1.C(N(CC)C(C)C)(C)C.[CH2:42]([O:44][C:45](=[O:57])[CH2:46][C:47]1[N:48]=[C:49]([NH:52][C:53](=[O:56])[CH2:54][NH2:55])[S:50][CH:51]=1)[CH3:43]>CN1CCCC1=O>[CH2:29]([C:26]1[CH:27]=[CH:28][C:15]2[CH:14]([C:12]3[C:11](=[O:31])[NH:10][C:9](=[O:32])[N:8]([C:6]4[CH:5]=[CH:4][N:3]=[C:2]([NH:55][CH2:54][C:53]([NH:52][C:49]5[S:50][CH:51]=[C:47]([CH2:46][C:45]([O:44][CH2:42][CH3:43])=[O:57])[N:48]=5)=[O:56])[N:7]=4)[CH:13]=3)[C:20]3[N:21]=[C:22]([CH3:24])[O:23][C:19]=3[CH:18]=[CH:17][C:16]=2[CH:25]=1)[CH3:30]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531Diisopropylethylamine2 回HCID 54551034Ethyl 2-(2-(2-aminoacetamido)thiazol-4-yl)acetateHCID 88152174(+/-)-1-(2-Chloropyrimidin-4-yl)-5-(7-ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione

生成物 1

HCID 131722503(+/-)-2-[2-[[4-[5-(7-Ethyl-2-methyl-4H-benzo[5,6]cyclohept[1,2-d]oxazol-4-yl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]pyrimidin-2-yl]amino]acetylamino]-4-thiazoleacetic acid, ethyl ester

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
90 °C

実験手順

A mixture of the products from steps (viii) (0.65 g) and (ix) (1.025 g) and N,N-diisopropylethylamine (1.26 ml) in N-methylpyrrolidin-2-one (10 ml) was stirred at 90° C. for 24 hours. A further 0.342 g of product from step (ix) and N,N-diisopropylethylamine (0.5 ml) was added and heating continued for a further 24 hours. The solution was partitioned between 1N hydrochloric acid and ethyl acetate. The organic layer was washed with water, dried (MgSO4) and evaporated to give a brown oil which was purified by chromatography eluting with ethyl acetate.

後処理

  1. temperatureheating
  2. waitcontinued for a further 24 hours
  3. customThe solution was partitioned between 1N hydrochloric acid and ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customto give a brown oil which
  8. customwas purified by chromatography
  9. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-0009afbe1b7e40a7879fbe983f6a5173
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06218376B1

反応ノート

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