5-Chloro-2-picolinic acid → HCID 86660408, compound

HRID 1186148Notes

Reaction equation

HRID 1186148 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]2([CH3:18])[CH2:14][C:13]([CH3:16])([CH3:15])[O:12][CH2:11][C:10](=[S:17])[NH:9]2)[CH:7]=1.[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([C:27](O)=[O:28])=[N:25][CH:26]=1>>[F:19][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:27]([C:24]2[CH:23]=[CH:22][C:21]([Cl:20])=[CH:26][N:25]=2)=[O:28])=[CH:7][C:6]=1[C@:8]1([CH3:18])[CH2:14][C:13]([CH3:16])([CH3:15])[O:12][CH2:11][C:10](=[S:17])[NH:9]1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 58562953HCID 58562953, compound

Product 1

HCID 86660408HCID 86660408, compoundYield 72%

Procedure

The compound was prepared in an analogous manner as described for intermediate B14A from (S)-5-(5-amino-2-fluoro-phenyl)-5,7,7-trimethyl-[1,4]oxazepane-3-thione (intermediate A17A) (132 mg, 0.47 mmol) and commercially available 5-chloro-pyridine-2-carboxylic acid [CAS No. 86873-60-1] (92 mg, 0.58 mmol). The compound was obtained as white foam (177 mg, 72%). MS (ISP): m/z=422.1 [(M+H)+] and 424.1 [(M+2+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-ab2ca184404242b79ea997f6d586327a
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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