(Bromomethyl)cyclobutane → tert-Butyl 4-({[4-(cyclobutylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidine-1-carboxylate

HRID 2410348Notes

Reaction equation

HRID 2410348 reaction equation
[OH:1][C:2]1[C:7]2[C:8]([O:11][CH2:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)=[N:9][O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.Br[CH2:27][CH:28]1[CH2:31][CH2:30][CH2:29]1.FC(F)(F)COC1C2C(OCCC3CCN(CC4(C(OC)=O)CCOCC4)CC3)=NOC=2C=CC=1>>[CH:28]1([CH2:27][O:1][C:2]2[C:7]3[C:8]([O:11][CH2:12][CH:13]4[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]4)=[N:9][O:10][C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH2:31][CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 2734658(Bromomethyl)cyclobutaneHCID 69317424Methyl 4-{[4-(2-{[4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazol-3-yl]oxy}ethyl)piperidin-1-yl]methyl}-tetrahydro-2H-pyran-4-carboxylateHCID 136263840HCID 136263840, compound

Product 1

HCID 69317583tert-Butyl 4-({[4-(cyclobutylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidine-1-carboxylate

Procedure

The title compound was prepared according to the procedure described in Step 7 of EXAMPLE 7 using tert-butyl 4-{[(4-hydroxy-1,2-benzisoxazol-3-yl)oxy]methyl}piperidine-1-carboxylate (EXAMPLE 17, Step 2) and (bromomethyl)cyclobutane instead of methyl 4-[(4-{2-[(4-hydroxy-1,2-benzisoxazol-3-yl)oxy]ethyl}piperidin-1-yl)methyl]tetrahydro-2H-pyran-4-carboxylate and 2,2,2-trifluoroethyl trifluoromethanesulfonate (Step 7 of EXAMPLE 7).

Sources & evidence

ORD record
ord-e84bbf06dfac433286907b5699fca61c
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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