(R)-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one → 2'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one

HRID 1055824Notes

Reaction equation

HRID 1055824 reaction equation
[CH3:1][C@@H:2]1[C:6]2[NH:7][C:8]([B:10]3[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]3)=[CH:9][C:5]=2[C:4](=[O:19])[NH:3]1.N1C=CC2C(=O)NC3(CC3)[C:21]1=2>>[CH3:17][C:12]1([CH3:18])[C:13]([CH3:16])([CH3:15])[O:14][B:10]([C:8]2[NH:7][C:6]3[C:2]4([CH2:21][CH2:1]4)[NH:3][C:4](=[O:19])[C:5]=3[CH:9]=2)[O:11]1

Participants

3

Reactant 2

HCID 89781988(R)-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-oneHCID 897841791'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one

Product 1

HCID 897834842'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1'H-spiro[cyclopropane-1,6'-pyrrolo[3,4-b]pyrrol]-4'(5'H)-one

Procedure

This compound as a brown solid was prepared according to the procedure described for intermediate 705, using 1′H-spiro[cyclopropane-1,6′-pyrrolo[3,4-b]pyrrol]-4′(5′H)-one (704) as the starting material. m/z (ESI, +ve) 275.0 (M+H)+).

Sources & evidence

ORD record
ord-457720ad2b694b87b4fa8227a45588d1
Source dataset
uspto-grants-2016_07
Patent number
US09394297B2

Reaction notes

Loading…