Pyrrolidine → HCID 67505295, compound

HRID 1929915Notes

Reaction equation

HRID 1929915 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.[CH3:18][O:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1.[NH2:29][C@H:30]([CH2:35][OH:36])[CH2:31][CH:32]([CH3:34])[CH3:33]>>[OH:36][CH2:35][C@@H:30]([NH:29][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([C:24]2[CH:23]=[CH:22][CH:21]=[C:20]([O:19][CH3:18])[CH:25]=2)[C:7]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[N:6][CH:5]=1)[CH2:31][CH:32]([CH3:34])[CH3:33]

Participants

5

Reactant 4

HCID 31268PyrrolidineHCID 111307L-LeucinolHCID 2734370(3-Methoxyphenyl)boronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 67505295HCID 67505295, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 43, using 5-bromo-6-chloro-nicotinic acid methyl ester, pyrrolidine (commercially available), 3-methoxyphenyl-boronic acid (commercially available) and (S)-(+)-leucinol (commercially available) as starting materials. MS (ISP): 398.3 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-84baed0bd91c4bff87179c1e6761ba2e
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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