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1-Methyl-2-pyrrolecarboxylic acid → HCID 58157688, 화합물

HRID 468675
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HRID 468675 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([OH:9])=O.F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C.[CH3:43][C:44]1[C:48]2[CH2:49][NH:50][CH2:51][CH2:52][C:47]=2[S:46][C:45]=1[C:53]([O:55][CH2:56][CH3:57])=[O:54]>CN(C)C=O>[CH3:43][C:44]1[C:48]2[CH2:49][N:50]([C:7]([C:3]3[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=3)=[O:9])[CH2:51][CH2:52][C:47]=2[S:46][C:45]=1[C:53]([O:55][CH2:56][CH3:57])=[O:54]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58157568Thieno[3,2-c]pyridine-2-carboxylic acid, 4,5,6,7-tetrahydro-3-methyl-, ethyl ester

생성물 1

HCID 58157688HCID 58157688, 화합물

시약·촉매·용매

1
HCID 6228Dimethylformamide용매2회

실험 절차

A solution of N-methylpyrrole-2-carboxylic acid (12.5 mg, 0.1 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.048 g, 0.11 mmol) and N,N-diisopropylethylamine (52.2 μL, 0.3 mmol) in N,N-dimethylformamide (1 mL, 12.9 mmol) was stirred at room temperature for 15 minutes. A solution of ethyl 3-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylate (22.5 mg, 0.1 mmol) in N,N-dimethylformamide (1 mL) was then added and the reaction was further stirred at room temperature overnight. The solution was evaporated to dryness and the residue obtained was partitioned between DCM (2 mL) and half-saturated aqueous sodium bicarbonate solution (2 mL). Upon separation of the layers, the aqueous layer was extracted with additional DCM (2 mL) and the combined organic layers were concentrated to dryness.

후처리

  1. customThe solution was evaporated to dryness
  2. customthe residue obtained
  3. customwas partitioned between DCM (2 mL) and half-saturated aqueous sodium bicarbonate solution (2 mL)
  4. customUpon separation of the layers
  5. extractionthe aqueous layer was extracted with additional DCM (2 mL)
  6. concentrationthe combined organic layers were concentrated to dryness

출처 및 근거

ORD 기록
ord-595794b9442749f6afdba6ef3c09cee5
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08624040B2

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