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Triethylamine → HCID 58388035, 화합물

HRID 2080226
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HRID 2080226 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 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

생성물 1

HCID 58388035HCID 58388035, 화합물수율 38%

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-56dd8dd3d0ea41dcb20e96500f2ddd6e
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07932272B2

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