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Glycolic Acid → HCID 67265520、化合物

HRID 1685765
ノート
印刷プレビュー

反応式

HRID 1685765 の反応式
[C:1]([OH:5])(=O)[CH2:2][OH:3].CCN(C(C)C)C(C)C.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[CH2:37]([N:39]([CH2:42][C:43]1[S:47][C:46]([C:48]2[O:52][N:51]=[C:50]([C:53]3[CH:58]=[CH:57][C:56]([CH2:59][CH2:60][NH2:61])=[CH:55][CH:54]=3)[N:49]=2)=[CH:45][C:44]=1[CH3:62])[CH2:40][CH3:41])[CH3:38]>CN(C=O)C>[CH2:37]([N:39]([CH2:42][C:43]1[S:47][C:46]([C:48]2[O:52][N:51]=[C:50]([C:53]3[CH:54]=[CH:55][C:56]([CH2:59][CH2:60][NH:61][C:1](=[O:5])[CH2:2][OH:3])=[CH:57][CH:58]=3)[N:49]=2)=[CH:45][C:44]=1[CH3:62])[CH2:40][CH3:41])[CH3:38]
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

7

反応物 5

HCID 757Glycolic AcidHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67265437HCID 67265437、化合物

生成物 1

HCID 67265520HCID 67265520、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a solution of glycolic acid (15 mg, 202 μmol) and DIPEA (35 mg, 270 μmol) in DMF (5 mL) is added HOBt (27 mg, 202 μmol) and EDC hydrochloride (39 mg, 202 μmol) at 0° C. The mixture is stirred for 15 min at 0° C. Then 2-{4-[5-(5-diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-ethylamine is added and stirring is continued for 1 h at 0° C. The reaction is quenched with water, diluted with sat. aq. NaHCO3 and the mixture is extracted three times with EA. The combined organic extracts are dried over MgSO4, filtered and concentrated. The crude product is purified on prep. TLC plates using DCM containing 10% of 7 N NH3 in methanol to give the title compound (4 mg) as a colourless oil; LC-MS: tR=0.69 min; [M+1]+=429.06.

後処理

  1. stirringstirring
  2. waitis continued for 1 h at 0° C
  3. customThe reaction is quenched with water
  4. additiondiluted with sat. aq. NaHCO3
  5. extractionthe mixture is extracted three times with EA
  6. dry with materialThe combined organic extracts are dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe crude product is purified on prep

出典と根拠

ORDレコード
ord-e733ef2d545a41968c2e145ece6a88eb
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08148410B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート