HCID 65481651, compound → HCID 89106853, compound

HRID 1853363Notes

Reaction equation

HRID 1853363 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=2)[O:10][C:9]([C:18]2[N:23]=[CH:22][N:21]3[CH:24]=[CH:25][CH:26]=[C:20]3[CH:19]=2)=[CH:8]1)(C)(C)C.Br[CH2:28][C:29]([NH:31][C:32]1[CH:37]=[CH:36][C:35]([F:38])=[CH:34][N:33]=1)=[O:30]>>[F:38][C:35]1[CH:36]=[CH:37][C:32]([NH:31][C:29](=[O:30])[CH2:28][O:17][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[O:10][C:9]([C:18]2[N:23]=[CH:22][N:21]4[CH:24]=[CH:25][CH:26]=[C:20]4[CH:19]=2)=[CH:8][C:7]3=[N:6][OH:5])=[N:33][CH:34]=1

Participants

3

Reactant 2

HCID 65481651HCID 65481651, compoundHCID 866730736-Hydroxy-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime

Product 1

HCID 89106853HCID 89106853, compound

Procedure

N-(5-Fluoro-pyridin-2-yl)-2-{4-hydroxyimino-2-pyrrolo[1,2-c]pyrimidin-3-yl-4H-chromen-6-yloxy}-acetamide was prepared in 2% overall yield using the method described in example 147, starting from 6-hydroxy-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime (example 81A) and 2-Bromo-N-(5-fluoro-pyridin-2-yl)-acetamide (Bioorg. Med. Chem. 11 (2003) 2769-2782).

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-d88367572a414956bbaa40250e455c40
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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