4-Cyanophenylboronic acid → (3aR,6aR)-5-methyl-1-(4'-pyrimidin-5-yl-1,1'-biphenyl-4-yl)octahydropyrrolo[3,4-b]pyrrole

반응식

Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C@@H:10]3[CH2:13][N:14]([CH3:16])[CH2:15][C@H:9]23)=[CH:4][CH:3]=1.[N:17]1[CH:22]=[C:21](B(O)O)[CH:20]=[N:19][CH:18]=1.C([C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1)#N>>[CH3:16][N:14]1[CH2:13][C@@H:10]2[C@@H:9]([N:8]([C:5]3[CH:6]=[CH:7][C:2]([C:28]4[CH:33]=[CH:32][C:31]([C:21]5[CH:22]=[N:17][CH:18]=[N:19][CH:20]=5)=[CH:30][CH:29]=4)=[CH:3][CH:4]=3)[CH2:12][CH2:11]2)[CH2:15]1

참가 물질

반응물 3

HCID 27343264-Cyanophenylboronic acid

HCID 2795193(Pyrimidin-5-yl)boronic acid

HCID 44221503(3aR,6aR)-1-(4-Bromophenyl)-5-methyloctahydropyrrolo[3,4-b]pyrrole

생성물 1

HCID 24743650(3aR,6aR)-5-methyl-1-(4'-pyrimidin-5-yl-1,1'-biphenyl-4-yl)octahydropyrrolo[3,4-b]pyrrole

실험 절차

The title compound was prepared according to the procedure described in Example 7D, substituting the product of Example 41A for the product of Example 7C and substituting pyrimidine-5-boronic acid for 4-cyanophenylboronic acid. 1H NMR (300 MHz, CDCl3) δ ppm 9.19 (s, 1H) 8.99 (s, 2H) 7.62-7.74 (m, 4H) 7.52-7.58 (m, 2H) 6.63-6.70 (m, 2H) 4.20-4.31 (m, 1H) 3.55-3.67 (m, 1H) 3.30-3.42 (m, 1H) 2.99-3.14 (m, 1H) 2.60-2.84 (m, 4H) 2.42 (s, 3H) 2.16-2.26 (m, 1H) 1.95-2.05 (m, 1H); MS (M+H)+=357.