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Triethylamine → HCID 58388035、化合物

HRID 2080226
ノート
印刷プレビュー

反応式

HRID 2080226 の反応式
[NH2:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][C:5]2=[CH:4][C:3]=1[C:11]([OH:13])=O.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[O:48]([C:55]1[S:59][C:58]([CH2:60][NH2:61])=[CH:57][CH:56]=1)[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1>CN(C)C=O.[Cl-].[Na+].O>[O:48]([C:55]1[S:59][C:58]([CH2:60][NH:61][C:11]([C:3]2[CH:4]=[C:5]3[CH2:10][CH2:9][CH2:8][C:6]3=[N:7][C:2]=2[NH2:1])=[O:13])=[CH:57][CH:56]=1)[C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 23130515C-(5-Phenoxy thiophen-2-yl)methylamineHCID 545950242-amino-5H,6H,7H-cyclopenta[b]pyridine-3-carboxylic acid

生成物 1

HCID 58388035HCID 58388035、化合物収率 38%

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 57417360Sodium chloride; water溶媒

実験手順

2-Amino-6,7-dihydro-5H-cyclopenta[b]pyridine-3carboxylic acid described in Preparation Example C-5 (100 mg, 0.56 mmol), triethylamine (0.188 mL, 1.35 mmol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (298 mg, 0.67 mmol) were dissolved in N,N-dimethylformamide (3 mL), C-(5-phenoxy-thiophen-2-yl)-methylamine described in Preparation Example 26 (138 mg, 0.67 mmol) was added, followed by stirring for 15 hours 20 minutes at room temperature. After the reaction was completed, the reaction solution was poured into brine, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, then concentrated, the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:1), and the title compound (77 mg, 0.21 mmol, 38%) was obtained.

後処理

  1. additionwas added
  2. extractionthe solution was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customthe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:1)

出典と根拠

ORDレコード
ord-56dd8dd3d0ea41dcb20e96500f2ddd6e
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

反応ノート

読み込み中…

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