beta-Leucine → HCID 66720889, compound

HRID 1639915Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH3:24])=[N:10][CH:11]=[C:12]([CH:17]=2)[C:13](OC)=[O:14])=[CH:4][C:3]=1[O:25][CH2:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30].[NH2:32][CH:33]([CH:38]([CH3:40])[CH3:39])[CH2:34][C:35]([OH:37])=[O:36]>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:12]([C:13]([NH:32][CH:33]([CH:38]([CH3:40])[CH3:39])[CH2:34][C:35]([OH:37])=[O:36])=[O:14])[CH:11]=[N:10][C:9]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[CH3:24])=[CH:4][C:3]=1[O:25][CH2:26][CH2:27][CH2:28][N:29]([CH3:30])[CH3:31]

Participants

Reactant 2

HCID 193411beta-Leucine

HCID 66720831HCID 66720831, compound

Product 1

HCID 66720889HCID 66720889, compoundYield 23.8%

Procedure

According to the saponification/peptide coupling steps described in examples 1.7 and 10.6 respectively, starting from 835 mg (1.90 mmol) of methyl 5-{4-chloro-3-[3-(dimethylamino)propoxy]phenyl}-6-(2-methylphenyl)nicotinate and 258 mg (1.97 mmol) of racemic 3-amino-4-methylpentanoic acid, we obtain 130 mg of 3-({[5-{4-chloro-3-[3-(dimethylamino)propoxy]phenyl}-6-(2-methylphenyl)pyridin-3-yl]carbonyl}amino)-4-methylpentanoic acid hydrochloride in the form of a white solid.

Sources & evidence

ORD record: ord-70c5d860c785460399d061a289bc67ac
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08110579B2

Reaction notes

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