Pyrrolidine → HCID 67505173, compound

HRID 1929916Notes

Reaction equation

HRID 1929916 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:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=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:23]2[CH:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=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 201262(4-Methoxyphenyl)boronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 67505173HCID 67505173, 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), 4-methoxyphenyl-boronic acid (commercially available) and (S)-(+)-leucinol (commercially available) as starting materials. MS (ISP): 398.2 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-49bcc77c60b74f97b6ea88ee45493d71
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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