(7R,7aS)-4-(7-Hydroxy-1,3-dioxotetrahydropyrrolo[1,2-c]imidazol-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile → HCID 59754348, compound

HRID 751101Notes

Reaction equation

HRID 751101 reaction equation
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)#[N:2].N(C1C2CCCCC=2C(C#N)=CC=1)=C=O.[OH:32][C@H:33]1[C@@H:40]2[N:36]([C:37](=[O:54])N(C3C4CCCCC=4C(C#N)=CC=3)[C:39]2=[O:41])[CH2:35][CH2:34]1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([C:4]2[C:3]([C:1]#[N:2])=[CH:9][CH:8]=[C:6]([N:7]3[C:39](=[O:41])[C@@H:40]4[C@H:33]([OH:32])[CH2:34][CH2:35][N:36]4[C:37]3=[O:54])[CH:5]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 9904811(7R,7aS)-4-(7-Hydroxy-1,3-dioxotetrahydropyrrolo[1,2-c]imidazol-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbonitrileHCID 46314186HCID 46314186, compoundHCID 597543044-Isocyanato-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

Product 1

HCID 59754348HCID 59754348, compound

Procedure

The title compound was prepared from compound 48A by procedures analogous to those described in Experiment 2E and 2F. HPLC: 99% at 3.32 min (retention time) (Conditions: YMC S5 C18 (4.6×50 mm); Eluted with 0% to 100% B, 8 min gradient, 3 min hold. (A=90% H2O—10% MeOH—0.1% H3PO4 and B=10% H2O—90% MeOH—0.1% H3PO4); Flow rate at 2.5 mL/min. UV detection at 220 nm.). LC/MS m/z 352 [M+H]+.

Workup

  1. washEluted with 0% to 100% B, 8 min gradient, 3 min hold

Sources & evidence

ORD record
ord-a51bd5b93eed4b759319deb6595d34f4
Source dataset
uspto-grants-2008_07
Patent number
US07405234B2

Reaction notes

Loading…