5-(Difluoromethoxy)picolinic acid → HCID 86660409, compound

HRID 1186149Notes

Reaction equation

HRID 1186149 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.[F:20][CH:21]([F:32])[O:22][C:23]1[CH:24]=[CH:25][C:26]([C:29](O)=[O:30])=[N:27][CH:28]=1>>[F:19][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:29]([C:26]2[CH:25]=[CH:24][C:23]([O:22][CH:21]([F:32])[F:20])=[CH:28][N:27]=2)=[O:30])=[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 574758715-(Difluoromethoxy)picolinic acidHCID 58562953HCID 58562953, compound

Product 1

HCID 86660409HCID 86660409, compoundYield 82%

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) (75 mg, 0.26 mmol) and 5-difluoromethoxy-pyridine-2-carboxylic acid [CAS No. 1174323-34-2, described in example 48] (50 mg, 0.26 mmol). The compound was obtained as white foam (99 mg, 82%). MS (ISP): m/z=454.1 [(M+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-868f0e1ee99f4a6c8c37354da5fa3dd0
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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