5-Cyanopyridine-2-carboxylic acid → HCID 86660418, compound

HRID 1186158Notes

Reaction equation

[NH2:1][C:2]1[C:3]([F:22])=[CH:4][C:5]([F:21])=[C:6]([C@:8]2([CH3:20])[C:14]([F:16])([F:15])[C:13]([CH3:18])([CH3:17])[O:12][CH2:11][C:10](=[S:19])[NH:9]2)[CH:7]=1.[C:23]([C:25]1[CH:26]=[CH:27][C:28]([C:31](O)=[O:32])=[N:29][CH:30]=1)#[N:24]>>[C:23]([C:25]1[CH:26]=[CH:27][C:28]([C:31]([NH:1][C:2]2[CH:7]=[C:6]([C@:8]3([CH3:20])[C:14]([F:15])([F:16])[C:13]([CH3:17])([CH3:18])[O:12][CH2:11][C:10](=[S:19])[NH:9]3)[C:5]([F:21])=[CH:4][C:3]=2[F:22])=[O:32])=[N:29][CH:30]=1)#[N:24]

Participants

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acid

HCID 58563061HCID 58563061, compound

Product 1

HCID 86660418HCID 86660418, compoundYield 82%

Procedure

The compound was prepared in an analogous manner as described for intermediate B14A from (R)-5-(5-amino-2,4-difluorophenyl)-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepane-3-thione (intermediate A17C) (70 mg, 0.208 mmol) and commercially available 5-cyano-pyridine-2-carboxylic acid [CAS No. 53234-55-2] (46 mg, 0.312 mmol). The compound was obtained as a light yellow foam (80 mg, 82%). MS (ISP): m/z=467.1 [(M+H)+].

Workup

customThe compound was prepared in an analogous manner

Sources & evidence

ORD record: ord-080a80a9fd104fc3b8bb79d94dca45a1
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673894B2

Reaction notes

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