N-(4-Bromobenzyl)-2,2-dimethoxyacetamide → HCID 178515305, compound

HRID 1926273Notes

Reaction equation

HRID 1926273 reaction equation
BrC1C=CC=C2C=1C=C(O)N=C2.BrC1C=C2C(C=C(O)N=C2)=CC=1.[Br:25][C:26]1[CH:40]=[CH:39][C:29]([CH2:30][NH:31][C:32](=[O:38])[CH:33](OC)OC)=[CH:28][CH:27]=1>>[Br:25][C:26]1[CH:40]=[C:39]2[C:29](=[CH:28][CH:27]=1)[CH:30]=[N:31][C:32]([OH:38])=[CH:33]2

Participants

4

Reactant 3

HCID 67520671N-(4-Bromobenzyl)-2,2-dimethoxyacetamideHCID 178515296HCID 178515296, compoundHCID 178515312HCID 178515312, compound

Product 1

HCID 178515305HCID 178515305, compound

Procedure

The title compounds was obtained as a yellow solid following the procedure for 5-bromoisoquinolin-3-ol and 7-bromoisoquinolin-3-ol, using N-(4-bromobenzyl)-2,2-dimethoxyacetamide. 1H NMR (400 MHz, DMSO-d6): δ=6.87 (s, 1H), 7.42 (dd, J=2.0 & 8.4 Hz, 1H), 7.87 (d, J=8.8 Hz, 1H), 8.00 (d, J=2.0 Hz, 1H), 8.93 (s, 1H), 11.07 (brs, 1H). MS(ES+): m/z=224.04/225.93 (88/100) [MH+]. HPLC: tR=2.41 min (polar—5 min, ZQ3).

Workup

  1. customHPLC: tR=2.41 min (polar—5 min, ZQ3)

Sources & evidence

ORD record
ord-730aabb5b2c444969acda76fc5bda047
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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