4-Fluorobenzyl bromide → HCID 68953317, compound

HRID 1453869Notes

Reaction equation

HRID 1453869 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([C:20]([O:22][CH3:23])=[O:21])=[N:11][N:12]2[CH2:18][CH2:17][CH2:16][NH:15][C:14](=[O:19])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1>>[CH2:1]([O:8][C:9]1[C:10]([C:20]([O:22][CH3:23])=[O:21])=[N:11][N:12]2[CH2:18][CH2:17][CH2:16][N:15]([CH2:29][C:28]3[CH:31]=[CH:32][C:25]([F:24])=[CH:26][CH:27]=3)[C:14](=[O:19])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 680214-Fluorobenzyl bromideHCID 68952653Methyl 3-benzyloxy-4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate

Product 1

HCID 68953317HCID 68953317, compound

Procedure

The title compound was prepared from methyl 3-benzyloxy-4-oxo-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate using a procedure similar to that found in Example 13, Step 1, except that 4-fluorobenzyl bromide was used in place of iodomethane and purification was not necessary. 1H NMR (400 MHz, CDCl3) δ 7.42-7.32 (m, 5H), 7.08-7.00 (m, 4H), 5.33 (s, 2H), 4.64 (s, 2H), 4.26-4.22 (t, 2H), 3.95 (s, 3H), 1.88-1.81 (m, 2H), 1.62 (br s, 2H); ES MS (M+1)=424.

Workup

  1. customwas used in place of iodomethane and purification

Sources & evidence

ORD record
ord-462484b8e9e24ac481fc7f6122f3390d
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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