Pyrrolidine → HCID 24857074, compound

HRID 1159345Notes

Reaction equation

HRID 1159345 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.[Cl:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][CH:24]=1.[NH2:28][C@@H:29]([CH2:34][OH:35])[CH2:30][CH:31]([CH3:33])[CH3:32]>>[Cl:18][C:19]1[CH:20]=[C:21]([C:8]2[C:7]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:28][C@@H:29]([CH2:34][OH:35])[CH2:30][CH:31]([CH3:33])[CH3:32])=[O:12])[CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 4

HCID 31268PyrrolidineHCID 2724002D(-)-LeucinolHCID 2734323(3-Chlorophenyl)boronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 24857074HCID 24857074, 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-chlorophenyl-boronic acid (commercially available) and (R)-(−)-leucinol (commercially available) as starting materials. MS (ISP): 402.4 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-33c09e2dfdb4425792f49696e8e33c0d
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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