2-(Bromomethyl)-4-chloro-1-fluorobenzene → HCID 68968853, compound

HRID 1726228Notes

Reaction equation

HRID 1726228 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:23]=[CH:22][C:18]3[O:19][CH2:20][O:21][C:17]=3[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:24][C:25]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:26]=1[CH2:27]Br>>[O:19]1[C:18]2[CH:22]=[CH:23][C:15]([N:14]([CH2:27][C:26]3[CH:29]=[C:30]([Cl:33])[CH:31]=[CH:32][C:25]=3[F:24])[CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[CH:16][C:17]=2[O:21][CH2:20]1

Participants

3

Reactant 2

HCID 27736262-(Bromomethyl)-4-chloro-1-fluorobenzeneHCID 68972771HCID 68972771, compound

Product 1

HCID 68968853HCID 68968853, compound

Procedure

Using general procedure H with 4-(benzo[1,3]dioxol-5-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 179) (320 mg, 1.0 mmol) and 2-fluoro-5-chlorobenzyl bromide (291 mg, 1.3 mmol) and then using general procedure C afforded benzo[1,3]dioxol-5-yl-(5-chloro-2-fluoro-benzyl)-piperidin-4-yl-amine as a white solid (323 mg, 89% over 2 steps).

Sources & evidence

ORD record
ord-41dff76b3c844979bdba6f056a8c8632
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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