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Diisopropylethylamine → N-[7-[(1H-Imidazol-2-ylamino)carbonyl]-1H-benzimidazol-2-yl]thieno[2,3-c]pyridine-5-carboxamide

HRID 1845016
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HRID 1845016 반응식
[S:1]1[C:5]2=[CH:6][N:7]=[C:8]([C:10]([OH:12])=O)[CH:9]=[C:4]2[CH:3]=[CH:2]1.[NH:13]1[CH:17]=[CH:16][N:15]=[C:14]1[NH:18][C:19]([C:21]1[C:29]2[NH:28][C:27]([NH2:30])=[N:26][C:25]=2[CH:24]=[CH:23][CH:22]=1)=[O:20].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[NH:15]1[CH:16]=[CH:17][N:13]=[C:14]1[NH:18][C:19]([C:21]1[C:29]2[N:28]=[C:27]([NH:30][C:10]([C:8]3[CH:9]=[C:4]4[CH:3]=[CH:2][S:1][C:5]4=[CH:6][N:7]=3)=[O:12])[NH:26][C:25]=2[CH:24]=[CH:23][CH:22]=1)=[O:20]
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참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 12277675Thieno[2,3-c]pyridine-5-carboxylic acidHCID 178508178HCID 178508178, 화합물

생성물 1

HCID 58724481N-[7-[(1H-Imidazol-2-ylamino)carbonyl]-1H-benzimidazol-2-yl]thieno[2,3-c]pyridine-5-carboxamide
수율 3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.6 mg (3%) of thieno[2,3-c]pyridine-5-carboxylic acid [4-(1H-imidazol-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-amide was prepared according to general procedure A using 54 mg (0.3 mmol) thieno[2,3-c]pyridine-5-carboxylic acid, 61 mg (0.25 mmol) intermediate B (2-amino-3H-benzoimidazole-4-carboxylic acid (1H-imidazol-2-yl)-amide), 114 mg (0.3 mmol) of HBTU, 0.106 mL (0.6 mmol) of DIEA in 1 mL of DMF stirring at 85° C. for 1 h. LCMS: 404 (M+1)+.

출처 및 근거

ORD 기록
ord-237b0006b4fd4523950d5716579d2cad
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946259B2

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