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Aniline → 4-{4-[3-(4-Dimethylamino-benzoylamino)-5-fluoro-2-methyl-phenyl]-7H-pyrrolo[2,3-d]pyrimidin-6-yl}-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

HRID 589491
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HRID 589491 반응식
NC1C=CC=CC=1.[CH3:8][N:9]([CH3:36])[C:10]([N:12]1[CH2:17][CH:16]=[C:15]([C:18]2[NH:35][C:21]3[N:22]=[CH:23][N:24]=[C:25]([C:26]4[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([NH2:33])[C:27]=4[CH3:34])[C:20]=3[CH:19]=2)[CH2:14][CH2:13]1)=[O:11].CCN(C(C)C)C(C)C.[CH3:46][N:47]([CH3:57])[C:48]1[CH:56]=[CH:55][C:51]([C:52](Cl)=[O:53])=[CH:50][CH:49]=1>C(Cl)Cl.N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH3:36][N:9]([CH3:8])[C:10]([N:12]1[CH2:13][CH:14]=[C:15]([C:18]2[NH:35][C:21]3[N:22]=[CH:23][N:24]=[C:25]([C:26]4[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([NH:33][C:52](=[O:53])[C:51]5[CH:50]=[CH:49][C:48]([N:47]([CH3:46])[CH3:57])=[CH:56][CH:55]=5)[C:27]=4[CH3:34])[C:20]=3[CH:19]=2)[CH2:16][CH2:17]1)=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6115AnilineHCID 81531DiisopropylethylamineHCID 44007824-(Dimethylamino)benzoyl chlorideHCID 867309834-[4-(3-Amino-5-fluoro-2-methyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

생성물 1

HCID 712309114-{4-[3-(4-Dimethylamino-benzoylamino)-5-fluoro-2-methyl-phenyl]-7H-pyrrolo[2,3-d]pyrimidin-6-yl}-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 21875418Pyridine methylene chloride용매

실험 절차

To a solution of aniline Intermediate 6 (84 mg, 0.213 mmol) in DCM/pyridine (2:1, 30 ml) were added DIPEA (0.372 ml, 2.13 mmol), 4-dimethylaminobenzoyl chloride (43 mg, 0.234 mmol), and DMAP (2.6 mg, 0.021 mmol). The resulting mixture was stirred at room temperature for 75 hrs. The solvents were removed in vacuo and the resulting mixture was purified by reversed phase HPLC (MeCN/H2O) to afford Example 15.

후처리

  1. customThe solvents were removed in vacuo
  2. customthe resulting mixture was purified by reversed phase HPLC (MeCN/H2O)
  3. customto afford Example 15

출처 및 근거

ORD 기록
ord-aaee8eeac4e4474d826b1d814f3c5335
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09233111B2

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