Water → N-(4-bromobenzyl)-N'-isoquinolin-8-ylurea

HRID 2056802Notes

Reaction equation

HRID 2056802 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.ClC(Cl)(Cl)[C:12]([NH:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:24]=1[CH:23]=[N:22][CH:21]=[CH:20]2)=[O:13].C1CCN2C(=NCCC2)CC1.O>CO>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH:7][C:12]([NH:14][C:15]2[CH:16]=[CH:17][CH:18]=[C:19]3[C:24]=2[CH:23]=[N:22][CH:21]=[CH:20]3)=[O:13])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 775714-BromobenzylamineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 220326212,2,2-trichloro-N-isoquinolin-8-ylacetamide

Product 1

HCID 9998358N-(4-bromobenzyl)-N'-isoquinolin-8-ylurea

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared using 4-bromobenzylamine, the product from Example 57D, DBU and the procedure described in Example 1B. MS (ESI+) m/z 356 (M+H)+; 1H NMR (DMSO-d6) δ 9.52 (s, 1H), 9.15 (s, 1H), 8.49 (d, 1H), 8.11 (d, 1H), 7.77 (d, 1H), 7.67 (t, 1H), 7.55 (m, 3H) 7.32 (d, 2H), 7.25 (t, 1H), 4.34 (d, 2H); Anal. Calcd for C17H14BrN3O.0.25 H2O.0.16 MeOH: C, 56.34, H, 4.17, N, 11.49. Found C, 56.32, H 4.45, N 11.70.

Sources & evidence

ORD record
ord-ac313c298961454385c5acc6898fd15c
Source dataset
uspto-grants-2008_02
Patent number
US07335678B2

Reaction notes

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