Pyrrolidine → HCID 24857344, compound

HRID 1929920Notes

Reaction equation

HRID 1929920 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:30])([F:29])[C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.[NH2:31][C@@H:32]([CH2:37][OH:38])[CH2:33][CH:34]([CH3:36])[CH3:35]>>[OH:38][CH2:37][C@H:32]([NH:31][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([C:23]2[CH:24]=[CH:25][C:20]([C:19]([F:30])([F:29])[F: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)[CH2:33][CH:34]([CH3:36])[CH3:35]

Participants

5

Reactant 4

HCID 31268PyrrolidineHCID 2724002D(-)-LeucinolHCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 24857344HCID 24857344, 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-trifluoromethylphenyl-boronic acid (commercially available) and (R)-(−)-leucinol (commercially available) as starting materials. MS (ISP): 436.4 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-d0f6368247cc494a8a0bf701c1b461ad
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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