5-Chloro-2-picolinic acid → HCID 71059580, compound

HRID 1525189Notes

Reaction equation

HRID 1525189 reaction equation
[F:1][C:2]1([F:20])[CH2:8][O:7][CH2:6][C:5]([NH2:9])=[N:4][C@@:3]21[C:18]1[C:13](=[CH:14][CH:15]=[C:16]([NH2:19])[CH:17]=1)[CH2:12][CH2:11][CH2:10]2.[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([C:28](O)=[O:29])=[N:26][CH:27]=1>>[NH2:9][C:5]1[CH2:6][O:7][CH2:8][C:2]([F:1])([F:20])[C@@:3]2([C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][C:28](=[O:29])[C:25]4[CH:24]=[CH:23][C:22]([Cl:21])=[CH:27][N:26]=4)[CH:17]=3)[CH2:12][CH2:11][CH2:10]2)[N:4]=1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 86674116HCID 86674116, compound

Product 1

HCID 71059580HCID 71059580, compoundYield 45%

Procedure

The condensation of (R)-6′,6′-difluoro-3,4,6′,7′-tetrahydro-2H,2′H-spiro[naphthalene-1,5′-[1,4]oxazepine]-3′,7-diamine (intermediate C4.1) and 5-chloropicolinic acid yielded the title compound (45% yield) as an off-white solid. MS (ISP): m/z=421.1 [M+H]+.

Sources & evidence

ORD record
ord-b99ee54e0cd0432bae4d3c6a86aa3726
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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