Pyrrolidine → HCID 24856992, compound

HRID 1929921Notes

Reaction equation

HRID 1929921 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.[F:18][C:19]([F:31])([F:30])[O:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:32][C@@H:33]([CH2:38][OH:39])[CH2:34][CH:35]([CH3:37])[CH3:36]>>[OH:39][CH2:38][C@H:33]([NH:32][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([C:24]2[CH:25]=[CH:26][C:21]([O:20][C:19]([F:31])([F:30])[F:18])=[CH:22][CH:23]=2)[C:7]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[N:6][CH:5]=1)[CH2:34][CH:35]([CH3:37])[CH3:36]

Participants

5

Reactant 4

HCID 31268PyrrolidineHCID 2724002D(-)-LeucinolHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 24856992HCID 24856992, 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-trifluoromethoxyphenyl-boronic acid (commercially available) and (R)-(−)-leucinol (commercially available) as starting materials. MS (ISP): 452.3 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-2ecf66984b254a0288a9b39f9ebc7ca6
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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