2-(Bromomethyl)-4-chloro-1-fluorobenzene → HCID 68971736, compound

HRID 1726226Notes

Reaction equation

HRID 1726226 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:24]=[CH:23][C:18]3[O:19][CH2:20][CH2:21][O:22][C:17]=3[CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([F:34])=[C:30]([CH:33]=1)[CH2:31]Br>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:31][C:30]2[CH:33]=[C:26]([Cl:25])[CH:27]=[CH:28][C:29]=2[F:34])[C:15]2[CH:24]=[CH:23][C:18]3[O:19][CH2:20][CH2:21][O:22][C:17]=3[CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 27736262-(Bromomethyl)-4-chloro-1-fluorobenzeneHCID 68972857HCID 68972857, compound

Product 1

HCID 68971736HCID 68971736, compoundYield 94.5%

Procedure

Using general procedure H, 4-(2,3-dihydro-benzo[1,4]dioxin-6-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 188) (502 mg, 1.50 mmol) and 5-chloro-2-fluoro-benzyl bromide (80%, 630 mg, 2.26 mmol) gave 4-[(5-chloro-2-fluoro-benzyl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a pale yellow foam (676 mg, 94%).

Sources & evidence

ORD record
ord-1a32b8a1fa4040c0bb1a176ff63e673c
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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