1-(Bromomethyl)-2,4-difluorobenzene → HCID 10064279, compound

HRID 720542Notes

Reaction equation

HRID 720542 reaction equation
C([O:8][N:9]1[CH2:17][C:16]2[C:11](=[N:12][CH:13]=[C:14]3[N:20]([CH2:21][C:22]4[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=4[F:29])[CH:19]=[CH:18][C:15]3=2)[C:10]1=[O:30])C1C=CC=CC=1.C(ON1CC2C(=NC=C3NC=CC3=2)C1)C1C=CC=CC=1.FC1C=C(F)C=CC=1CBr>>[F:29][C:23]1[CH:24]=[C:25]([F:28])[CH:26]=[CH:27][C:22]=1[CH2:21][N:20]1[C:14]2[C:15](=[C:16]3[CH2:17][N:9]([OH:8])[C:10](=[O:30])[C:11]3=[N:12][CH:13]=2)[CH:18]=[CH:19]1

Participants

4

Reactant 3

HCID 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 21892210HCID 21892210, compoundHCID 86593739HCID 86593739, compound

Product 1

HCID 10064279HCID 10064279, compound

Procedure

2-Benzyloxy-6-(2,4-difluoro-benzyl)-1,6-dihydrodipyrrolo[3,2-d: 3′,4′-b]pyridin-3(2H)-one. The title compound was prepared by alkylation of 2-benzyloxy-1,6-dihydrodipyrrolo[3,2-d:3′,4′-b]pyridin-3(2H-one with 2,4-difluorobenzyl bromide in a manner similar to step (a) of example 1. 1H NMR (CD3OD) δ; 8.91 (s, 1H), 7.75 (d, 1H, J=3.0 Hz), 7.51–7.54 (m, 2H), 7.38–7.40 (m, 3H), 7.27–7.29 (m, 1H), 7.02–7.05 (m, 1H), 6.93–7.01 (m, 1H), 6.71 (d, 1H, J=3.0 Hz), 5.64 (s, 2H), 5.18 (s, 2H), 4.65 (s, 2H). LCMS (API-ES, M+H+): 406.1.

Sources & evidence

ORD record
ord-5da99e67dfa34c9080f3adcea07bc90d
Source dataset
uspto-grants-2006_11
Patent number
US07135482B2

Reaction notes

Loading…