6-[(6-chloropyridin-3-yl)methyl]-3-[(3R,4S)-3-hydroxytetrahydro-2H-pyran-4-yl]benzo[h]quinazolin-4(3H)-one → HCID 46208126, compound

HRID 1183142Notes

Reaction equation

HRID 1183142 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:10]=[C:11]3[C:16](=[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=24)[N:15]=[CH:14][N:13]([C@@H:23]2[C@@H:28]([OH:29])[CH2:27]O[CH2:25][CH2:24]2)[C:12]3=[O:30])=[CH:4][CH:3]=1.N[C@H:32]1CCOC[C@@H]1O>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:10]=[C:11]3[C:16](=[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=24)[N:15]=[CH:14][N:13]([C@H:23]2[CH2:24][CH2:25][CH2:32][CH2:27][C@@H:28]2[OH:29])[C:12]3=[O:30])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 510006176-[(6-chloropyridin-3-yl)methyl]-3-[(3R,4S)-3-hydroxytetrahydro-2H-pyran-4-yl]benzo[h]quinazolin-4(3H)-oneHCID 54180780(3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol

Product 1

HCID 46208126HCID 46208126, compound

Procedure

6-[(6-Chloropyridin-3-yl)methyl]-3-[(1S,2S)-2-hydroxycyclohexyl]benzo[h]quinazolin-4(3H)-one was prepared by the procedure described for the synthesis of 1,5-anhydro-3-{6-[(6-chloropyridin-3-yl)methyl]-4-oxobenzo[h]quinazolin-3(4H)-yl}-2,3-dideoxy-L-threo-pentitol in Example 2, substituting (1S,2S)-2-aminocyclohexanol for (3R,4S)-4-aminotetrahydro-2H-pyran-3-ol.

Sources & evidence

ORD record
ord-c45cb88e01a941c59510461f65c3ee09
Source dataset
uspto-grants-2014_03
Patent number
US08664234B2

Reaction notes

Loading…