4-t-Butylbenzenesulfonyl chloride → 8-Iodo-2-(trifluoromethyl)-6-({4-[1-(trifluoromethyl)cyclopropyl]phenyl}sulfonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine

HRID 1691436노트

반응식

HRID 1691436 반응식
BrC1C=CC2NC3N=C(C(F)(F)F)C=CC=3CN(S(C3C=CC(C(C)(C)C)=CC=3)(=O)=O)C=2C=1.[I:34][C:35]1[CH:36]=[CH:37][C:38]2[NH:44][C:43]3[N:45]=[C:46]([C:49]([F:52])([F:51])[F:50])[CH:47]=[CH:48][C:42]=3[CH2:41][NH:40][C:39]=2[CH:53]=1.[F:54][C:55]([F:70])([F:69])[C:56]1([C:59]2[CH:64]=[CH:63][C:62]([S:65](Cl)(=[O:67])=[O:66])=[CH:61][CH:60]=2)[CH2:58][CH2:57]1.BrC1C=CC2NC3N=C(C(F)(F)F)C=CC=3CNC=2C=1.C(C1C=CC(S(Cl)(=O)=O)=CC=1)(C)(C)C>>[I:34][C:35]1[CH:36]=[CH:37][C:38]2[NH:44][C:43]3[N:45]=[C:46]([C:49]([F:52])([F:50])[F:51])[CH:47]=[CH:48][C:42]=3[CH2:41][N:40]([S:65]([C:62]3[CH:61]=[CH:60][C:59]([C:56]4([C:55]([F:54])([F:69])[F:70])[CH2:58][CH2:57]4)=[CH:64][CH:63]=3)(=[O:67])=[O:66])[C:39]=2[CH:53]=1

참가 물질

6

반응물 5

HCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 596186368-bromo-6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 669015968-iodo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine2회HCID 669016538-bromo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepineHCID 866490404-[1-(Trifluoromethyl)-cyclopropyl]benzenesulfonyl chloride2회

생성물 1

HCID 866490398-Iodo-2-(trifluoromethyl)-6-({4-[1-(trifluoromethyl)cyclopropyl]phenyl}sulfonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine

실험 절차

The title compound was prepared following procedure described for intermediate 53 substituting 8-iodo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine (intermediate 37) and 4-[1-(trifluoromethyl)-cyclopropyl]benzenesulfonyl chloride (intermediate 48) for 8-bromo-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine, and [(4-tert-butylphenyl)-sulfonyl chloride. LC/MS: m/e 639.8 (M+H)+. 1H NMR (500 MHz, CDCl3): δ 7.93 (1H, d, J=2.1 Hz), 7.58 (1H, d, J=7.8 Hz), 7.55 (1H, dd, J=8.5, 2.1 Hz), 7.22 (2H, d, J=8.2 Hz), 7.10 (1H, d, J=7.6 Hz), 7.03 (2H, d, J=8.5 Hz), 6.75 (1H, s), 6.52 (1H, d, J=8.5 Hz), 4.70-4.90 (2H, br), 1.37-1.40 (4H, m), 0.95-1.05 (4H, m).

출처 및 근거

ORD 기록
ord-b34d171689e947b391a34bee6ffe1d62
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153626B2

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