HCID 67516496, compound → HCID 86693043, compound

HRID 2173456Notes

Reaction equation

HRID 2173456 reaction equation
[O:1]=[C:2]1[C:14]2[C:5](=[C:6]3[C:11](=[CH:12][CH:13]=2)[CH:10]([CH2:15]OS(C2C=CC(C)=CC=2)(=O)=O)[O:9][CH2:8][CH2:7]3)[CH2:4][O:3]1.[F:27][C:28]1[C:29]([CH2:38][C:39](=[O:46])[N:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)=[CH:30][C:31]([O:36][CH3:37])=[C:32]([CH:35]=1)[C:33]#[N:34].N1(C2C=CC(CC(N3CCN(CC4C5C(=C6COC(=O)C6=CC=5)CCO4)CC3)=O)=CC=2)C=NN=N1>>[F:27][C:28]1[C:29]([CH2:38][C:39](=[O:46])[N:40]2[CH2:41][CH2:42][N:43]([CH2:15][CH:10]3[C:11]4[C:6](=[C:5]5[CH2:4][O:3][C:2](=[O:1])[C:14]5=[CH:13][CH:12]=4)[CH2:7][CH2:8][O:9]3)[CH2:44][CH2:45]2)=[CH:30][C:31]([O:36][CH3:37])=[C:32]([CH:35]=1)[C:33]#[N:34]

Participants

4

Reactant 3

HCID 67516496HCID 67516496, compoundHCID 69087467HCID 69087467, compoundHCID 86647318HCID 86647318, compound

Product 1

HCID 86693043HCID 86693043, compound

Procedure

5-Fluoro-2-methoxy-4-(2-oxo-2-{4[(3-oxo-3,6,8,9-tetrahydro-1H-furo[3,4-f]isochromen-6-yl)methyl]piperazin-1-yl}ethyl)benzonitrile was prepared from (3-oxo-3,6,8,9-tetrahydro-1H-furo[3,4-f]isochromen-6-yl)methyl4-methylbenzenesulfonate and 5-fluoro-2-methoxy-4-[2-oxo-2-(piperazin-1-yl)ethyl]benzonitrile in an analogous fashion to that described above for the synthesis of 6-[(4-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)methyl]-8,9-dihydro-1H-furo[3,4-f]isochromen-3(6H)-one. MS m/e 480 (M+1)+.

Sources & evidence

ORD record
ord-4edb98a9ffaa4961aa483948ed4ee9f4
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

Loading…