2-(Bromomethyl)-4-chloro-1-fluorobenzene → HCID 68970845, compound

HRID 1726223Notes

Reaction equation

HRID 1726223 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3([CH3:26])[O:25][CH2:24][CH2:23][O:22]3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:27][C:28]1[CH:29]=[CH:30][C:31]([F:36])=[C:32]([CH:35]=1)[CH2:33]Br>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]([CH2:33][C:32]2[CH:35]=[C:28]([Cl:27])[CH:29]=[CH:30][C:31]=2[F:36])[C:15]2[CH:20]=[CH:19][C:18]([C:21]3([CH3:26])[O:22][CH2:23][CH2:24][O:25]3)=[CH:17][CH:16]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 27736262-(Bromomethyl)-4-chloro-1-fluorobenzeneHCID 68972637HCID 68972637, compound

Product 1

HCID 68970845HCID 68970845, compoundYield 65%

Procedure

Using general procedure H, 4-[4-(2-methyl-[1,3]dioxolan-2-yl)-phenylamino]-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 173) (350 mg, 0.97 mmol) and 5-chloro-2-fluorobenzyl bromide (324 mg, 1.5 mmol) afforded 4-{(5-chloro-2-fluoro-benzyl)-[4-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester as a beige solid (316 mg, 65%).

Sources & evidence

ORD record
ord-10d4184385924931a1534f58848009cd
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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