5-Chloro-2-picolinic acid → HCID 86660421, compound

HRID 1186175Notes

Reaction equation

HRID 1186175 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:15][CH:14]2[CH2:13][O:12][CH2:11][C:10](=[S:16])[NH:9]3)[CH:5]=[CH:6][CH:7]=1.[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([C:24](O)=[O:25])=[N:22][CH:23]=1>>[S:16]=[C:10]1[CH2:11][O:12][CH2:13][CH:14]2[C:8]([C:4]3[CH:3]=[C:2]([NH:1][C:24]([C:21]4[CH:20]=[CH:19][C:18]([Cl:17])=[CH:23][N:22]=4)=[O:25])[CH:7]=[CH:6][CH:5]=3)([CH2:15]2)[NH:9]1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 76831086HCID 76831086, compound

Product 1

HCID 86660421HCID 86660421, compound

Procedure

The compound was prepared in an analogous manner as described for intermediate B14A from (1SR,7RS)-1-(3-amino-phenyl)-5-oxa-2-aza-bicyclo[5.1.0]octane-3-thione (intermediate B13B) (230 mg, 0.98 mmol) and commercially available 5-chloro-pyridine-2-carboxylic acid [CAS-no 86873-60-1] (172 mg, 1.09 mmol). The title compound was obtained as a light yellow foam (310 mg, 76%). MS (ISP): m/z=374.1 [(M+H)+]and 376.0 [(M+2+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-fdb660c6744f40b0aaef3acb8319d14a
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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