HCID 11222558, compound → HCID 66840965, compound

HRID 244071Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14](O)=[O:15])[CH:11]=[CH:10][C:9]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])=[CH:4][C:3]=1[O:24][CH2:25][CH2:26][CH2:27][N:28]([CH3:30])[CH3:29].[NH2:31][C@H:32]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH2:33][C:34]([O:36]C(C)(C)C)=[O:35]>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([NH:31][C@H:32]([C:41]([CH3:42])([CH3:43])[CH3:44])[CH2:33][C:34]([OH:36])=[O:35])=[O:15])[CH:11]=[CH:10][C:9]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])=[CH:4][C:3]=1[O:24][CH2:25][CH2:26][CH2:27][N:28]([CH3:30])[CH3:29]

Participants

Reactant 2

HCID 11222558HCID 11222558, compound

HCID 66840935HCID 66840935, compound

Product 1

HCID 66840965HCID 66840965, compoundYield 132.5%

Procedure

According to the process described in Example 2.2, the peptide coupling performed between 425 mg (1 mmol) of 6-{4-chloro-3-[3-(dimethylamino)propoxy]phenyl}-5-(2-methylphenyl)pyridine-2-carboxylic acid (Example 4.2) and 206 mg (2.05 mmol) of tert-butyl (3S)-3-amino-4,4-dimethylpentanoate (J. Org. Chem., 1999, 64, 6411-6417) gives 390 mg of (3S)-3-({[6-{4-chloro-3-[3-(dimethylamino)propoxy]phenyl}-5-(2-methylphenyl)pyridin-2-yl]carbonyl}amino)-4,4-dimethylpentanoic acid hydrochloride in the form of a white powder.

Sources & evidence

ORD record: ord-1b9a949c72834c3c891b61296e2809a9
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653276B2

Reaction notes

Loading…