Hydrochloric Acid → HCID 67004845, compound

HRID 1513857Notes

Reaction equation

HRID 1513857 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:19]C)[CH:15]=2)[C:10]=1[O:21][C:22]1[CH:36]=[CH:35][C:25]([O:26][CH2:27][CH2:28][N:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)=[CH:24][CH:23]=1.[ClH:37].CCOCC.B(Br)(Br)Br>>[ClH:37].[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([O:21][C:22]2[CH:36]=[CH:35][C:25]([O:26][CH2:27][CH2:28][N:29]3[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)=[CH:24][CH:23]=2)=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([OH:19])[CH:13]=[CH:12]2

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 25134Boron tribromideHCID 11191016HCID 11191016, compound

Product 1

HCID 67004845HCID 67004845, compoundYield 48%

Procedure

Using the procedure demonstrated in Example 10, react 1-(2-{4-[2-(2,3-difluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine (622 mg, 1.27 mmol), 2M HCl in ether (1.3 mL, 2.6 mmol) and boron tribromide (0.60 mL, 6.4 mmol) to give 309 mg (48%) of the title compound: mass spectrum (ion spray) 476.4 (M−Cl).

Sources & evidence

ORD record
ord-007dfb6ca4f6425b96640b84db3c395e
Source dataset
uspto-grants-2012_07
Patent number
US08217032B2

Reaction notes

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