Methanol → HCID 11522488, compound

HRID 1180569Notes

Reaction equation

HRID 1180569 reaction equation
O1C=CC=C1[CH2:6][NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[C:13]([C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)[CH:14]=[N:15][C:16]=2Cl)[N:11]=1)=[O:9].[CH3:26][NH2:27].C[OH:29]>>[CH3:6][NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[C:13]([C:21]3[S:22][C:23]([C:26]([NH2:27])=[O:29])=[CH:24][CH:25]=3)[CH:14]=[N:15][CH:16]=2)[N:11]=1)=[O:9]

Participants

4

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 58979579HCID 58979579, compound

Product 1

HCID 11522488HCID 11522488, compound

Procedure

5-Chloro-8-thiophen-2-yl-[1,6]naphthyridine-2-carboxylic acid (furan-2-ylmethyl)-amide (1.0 equiv.) was combined with methylamine (10 equiv., 2.0 M in methanol) and irradiated in a microwave at 100° C. for 600 seconds. The reaction mixture was diluted with methanol (5 mL) and sonicated. The insolubles were filtered and the filtrate was evaporated to dryness to yield the expected product as an orange oil. LC/MS (M+H) 365.2.

Workup

  1. customirradiated in a microwave at 100° C. for 600 seconds
  2. customsonicated
  3. filtrationThe insolubles were filtered
  4. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-c4d5527a661b434d89bddc035dbcb57c
Source dataset
uspto-grants-2007_10
Patent number
US07282506B2

Reaction notes

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