5-Chloro-2-picolinic acid → HCID 53241440, compound

HRID 2424358Notes

Reaction equation

HRID 2424358 reaction equation
C(OC(=O)[NH:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:16]2[CH:21]=[C:20]([NH2:22])[CH:19]=[CH:18][C:17]=2[F:23])([CH2:14][CH3:15])[N:13]=1)(C)(C)C.[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([C:32](O)=[O:33])=[N:30][CH:31]=1>>[NH2:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:16]2[CH:21]=[C:20]([NH:22][C:32]([C:29]3[CH:28]=[CH:27][C:26]([Cl:25])=[CH:31][N:30]=3)=[O:33])[CH:19]=[CH:18][C:17]=2[F:23])([CH2:14][CH3:15])[N:13]=1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 67234543HCID 67234543, compound

Product 1

HCID 53241440HCID 53241440, compound

Procedure

The coupling of [(S)-4-(5-amino-2-fluoro-phenyl)-4-ethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester from experiment F2 (R3=Et) and 5-chloro-pyridine-2-carboxylic acid followed by deprotection using procedure H yielded the title compound.

Sources & evidence

ORD record
ord-6507c4b35912461aa3ceb33fc1ecbbb6
Source dataset
uspto-grants-2011_06
Patent number
US07964594B1

Reaction notes

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