1-Bromopropane → tert-butyl [(1S)-1-methyl-2-{[1-(5-propoxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}ethyl]carbamate

HRID 2368099Notes

Reaction equation

HRID 2368099 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([N:10]3[CH2:15][CH2:14][CH:13]([O:16][CH2:17][C@@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:19])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:28]=1.Br[CH2:30][CH2:31][CH3:32]>>[CH3:19][C@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:24])([CH3:26])[CH3:25])[CH2:17][O:16][CH:13]1[CH2:14][CH2:15][N:10]([C:8]2[O:9][C:5]3[CH:4]=[CH:3][C:2]([O:1][CH2:30][CH2:31][CH3:32])=[CH:28][C:6]=3[N:7]=2)[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 78401-BromopropaneHCID 86658695tert-butyl [(1S)-2-{[1-(5-hydroxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate

Product 1

HCID 86658698tert-butyl [(1S)-1-methyl-2-{[1-(5-propoxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}ethyl]carbamate

Procedure

By a method similar to Example 6, step A, and using tert-butyl [(1S)-2-{[1-(5-hydroxy-1,3-benzoxazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate (412 mg) and 1-bromopropane (0.282 mL), the title compound (367 mg) was obtained.

Sources & evidence

ORD record
ord-3eb5b85f71d54d8fad0e1b732821033a
Source dataset
uspto-grants-2014_04
Patent number
US08703758B2

Reaction notes

Loading…