(7R,7aS)-4-(7-Hydroxy-1,3-dioxotetrahydropyrrolo[1,2-c]imidazol-2-yl)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile → HCID 59754303, compound

HRID 501576Notes

Reaction equation

HRID 501576 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:13])[CH:9]=2)[N:4]=1)#[N:2].N(C1C2CCCCC=2C(C#N)=CC=1)=C=O.[OH:29][C@H:30]1[C@@H:37]2[N:33]([C:34](=[O:51])N(C3C4CCCCC=4C(C#N)=CC=3)[C:36]2=[O:38])[CH2:32][CH2:31]1>>[OH:29][C@H:30]1[C@@H:37]2[N:33]([C:34](=[O:51])[N:13]([C:8]3[CH:9]=[C:10]4[C:5](=[CH:6][CH:7]=3)[N:4]=[C:3]([C:1]#[N:2])[CH:12]=[CH:11]4)[C:36]2=[O:38])[CH2:32][CH2:31]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 451170492-Quinolinecarbonitrile,6-amino-(9CI)HCID 597543044-Isocyanato-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

Product 1

HCID 59754303HCID 59754303, compound

Procedure

The title compound was prepared from 45C by procedures analogous to those described in Experiment 2E and 2F. HPLC: 100% at 1.81 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 309 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-7dfb0f4ea18d4884afa48877e9998df4
Source dataset
uspto-grants-2010_08
Patent number
US07772267B2

Reaction notes

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