5-Formyl-2-thiopheneboronic acid → HCID 66723292, 화합물

HRID 562163

반응식

HRID 562163 반응식
C(S(N1CCC(C2[C:20]3[C:15](=[C:16]([C:33](N)=O)[CH:17]=C(C4SC(CNCC(C)CC)=CC=4)C=3)[NH:14]C=2)CC1)(=O)=O)C.[CH:36]([C:38]1[S:42][C:41]([B:43]([OH:45])[OH:44])=[CH:40][CH:39]=1)=O.C[C@@H](N)C(C)C.[BH3-]C#N.[Na+]>>[CH3:20][C@@H:15]([NH:14][CH2:36][C:38]1[S:42][C:41]([B:43]([OH:45])[OH:44])=[CH:40][CH:39]=1)[CH:16]([CH3:33])[CH3:17]

참가 물질

5

반응물 4

HCID 27734305-Formyl-2-thiopheneboronic acidHCID 5003444Sodium cyanoborohydrideHCID 69997861,2-Dimethylpropylamine, (R)-HCID 577327913-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[(2-methylbutyl)amino]methyl}-2-thienyl)-1H-indole-7-carboxamide

생성물 1

HCID 66723292HCID 66723292, 화합물

실험 절차

Following the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[(2-methylbutyl)amino]methyl}-2-thienyl)-1H-indole-7-carboxamide, (5-formyl-2-thienyl)boronic acid (50 mg, 0.32 mmol), [(1R)-1,2-dimethylpropyl]amine (28 mg, 0.32 mmol), and NaCNBH3 (40 mg, 0.64 mmol) were reacted to give 30 mg of crude [5-({[(1R)-1,2-dimethylpropyl]amino}methyl)-2-thienyl]boronic acid. The crude [5-({[(1R)-1,2-dimethylpropyl]amino}methyl)-2-thienyl]boronic acid was then reacted with 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (65 mg, 0.157 mmol), K2CO3 (130 mg, 0.942 mmol), and tetrakis(triphenylphosphine)palladium(0) (4 mg, 0.003 mmol) to give 20.5 mg of the title compound (30%).

후처리

  1. customwere reacted

출처 및 근거

ORD 기록
ord-db044ee4ca604f62b63b3de841cc444a
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063071B2

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