4-Methylmorpholine → HCID 178508775、化合物

HRID 2281582ノート

反応式

HRID 2281582 の反応式
Cl.Cl.[NH:3]1[C:7]2([CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH2:6][NH:5]/[C:4]/1=[N:13]\[C:14]([C:16]1[C:21]([NH2:22])=[N:20][C:19]([NH2:23])=[C:18]([Cl:24])[N:17]=1)=[O:15].[CH2:25]([O:32][C:33]1[CH:38]=[CH:37][C:36]([CH2:39][C:40](O)=[O:41])=[CH:35][CH:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CN1CCOCC1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.C(Cl)Cl>[CH2:25]([O:32][C:33]1[CH:34]=[CH:35][C:36]([CH2:39][C:40]([N:10]2[CH2:9][CH2:8][C:7]3([NH:3]/[C:4](=[N:13]/[C:14]([C:16]4[C:21]([NH2:22])=[N:20][C:19]([NH2:23])=[C:18]([Cl:24])[N:17]=4)=[O:15])/[NH:5][CH2:6]3)[CH2:12][CH2:11]2)=[O:41])=[CH:37][CH:38]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

参加物

7

反応物 4

HCID 79724-MethylmorpholineHCID 810334-Benzyloxyphenylacetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 178478673HCID 178478673、化合物

生成物 1

HCID 178508775HCID 178508775、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid [1,3,8-triaza-spiro[4.5]dec-(2E)-ylidene]-amide dihydrochloride (Ex. 38) (300 mg, 0.83 mmol), 4-benzyloxyphenylacetic acid (200 mg, 0.83 mmol), N-methyl morpholine (0.40 ml, 3.64 mmol) and HATU (315 mg, 0.83 mmol) in anhydrous DMF (20 ml) is stirred at room temperature for 16 hours. The reaction mixture is concentrated in vacuo and subjected to column chromatography (basic alumina, 0-3% MeOH in DCM) to obtain pale yellow solid. The product is dissolved in DCM and MeOH and re-precipitated by adding diethyl ether. The supernatant solvent mixture is decanted and the product is washed again with diethyl ether and dried under vacuum to afford the title compound as a pale yellow solid; [M+H]+ 549.

後処理

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customto obtain pale yellow solid
  3. customMeOH and re-precipitated
  4. additionby adding diethyl ether
  5. customThe supernatant solvent mixture is decanted
  6. washthe product is washed again with diethyl ether
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-f4e90063a465445a96bd86ae21c7feb9
出典データセット
uspto-grants-2015_09
特許番号
US09139586B2

反応ノート

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