3-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid → HCID 86660413, compound

HRID 1186153Notes

Reaction equation

HRID 1186153 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[C:22]([C:31](O)=[O:32])=[N:23][CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1>>[F:19][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:31]([C:22]2[C:21]([Cl:20])=[CH:26][C:25]([C:27]([F:29])([F:28])[F:30])=[CH:24][N:23]=2)=[O:32])=[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 28219083-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acidHCID 58562953HCID 58562953, compound

Product 1

HCID 86660413HCID 86660413, compoundYield 61%

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) (106 mg, 0.38 mmol) and commercially available 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid [CAS No. 80194-68-9] (100 mg, 0.44 mmol). The compound was obtained as light yellow foam (133 mg, 61%). MS (ISP): m/z=490.2 [(M+H)+] and 492.3 [(M+2+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-6269b9aab99f44c7ac844008ef6b27ec
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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