Methylamine → tert-butyl (3R)-6-cyclohexyl-3-[3-({methyl[2-(methylamino)-2-oxoethyl]amino}methyl)-1,2,4-oxadiazol-5-yl]hexanoate

HRID 2084491Notes

Reaction equation

HRID 2084491 reaction equation
[C:1]([O:5][C:6](=[O:30])[CH2:7][C@H:8]([C:18]1[O:22][N:21]=[C:20]([CH2:23][N:24]([CH2:26][C:27]([OH:29])=O)[CH3:25])[N:19]=1)[CH2:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:4])([CH3:3])[CH3:2].[CH3:31][NH2:32]>>[CH:12]1([CH2:11][CH2:10][CH2:9][C@@H:8]([C:18]2[O:22][N:21]=[C:20]([CH2:23][N:24]([CH3:25])[CH2:26][C:27]([NH:32][CH3:31])=[O:29])[N:19]=2)[CH2:7][C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:30])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 60077601[({5-[(1R)-1-(2-tert-butoxy-2-oxoethyl)-4-cyclohexylbutyl]-1,2,4-oxadiazol-3-yl}methyl)(methyl)amino]acetic acid

Product 1

HCID 60077626tert-butyl (3R)-6-cyclohexyl-3-[3-({methyl[2-(methylamino)-2-oxoethyl]amino}methyl)-1,2,4-oxadiazol-5-yl]hexanoate

Procedure

Method as for preparation 56 using [({5-[(1R)-1-(2-tert-butoxy-2-oxoethyl)-4-cyclohexylbutyl]-1,2,4-oxadiazol-3-yl}methyl)(methyl)amino]acetic acid (preparation 133) (618 mg, 1.46 mmol) and methylamine (2M in THF) (1.4 ml, 2.80 mmol) as starting materials.

Sources & evidence

ORD record
ord-324244aca672466c833c8132c9f23c6c
Source dataset
uspto-grants-2004_04
Patent number
US06716861B2

Reaction notes

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