Methanol → HCID 44435401, compound

HRID 2113599Notes

Reaction equation

HRID 2113599 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[NH:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=1)[C:17]([O:19]C)=[O:18])=[CH:10][C:9]([NH:24][CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1)=[N:8][CH:7]=2)#[N:2].CO.[OH-].[Li+]>O1CCCC1>[C:1]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[NH:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=1)[C:17]([OH:19])=[O:18])=[CH:10][C:9]([NH:24][CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1)=[N:8][CH:7]=2)#[N:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 69184561HCID 69184561, compound

Product 1

HCID 44435401HCID 44435401, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To methyl 3-(3-cyano-6-(2-morpholinoethylamino)-1,7-naphthyridin-4-ylamino)benzoate in tetrahydrofuran (12 mL) was added methyl alcohol (4.5 mL) and lithium hydroxide (1 N, 4.5 mL). After 12 hr the solvents were evaporated and the crude mixture was purified by preparative HPLC to give 3-(3-cyano-6-(2-morpholinoethylamino)-1,7-naphthyridin-4-ylamino)benzoic acid in quantitative yield.

Workup

  1. customAfter 12 hr the solvents were evaporated
  2. customthe crude mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-d8312980c7c14428ae946c3a540f512b
Source dataset
uspto-grants-2008_10
Patent number
US07432279B2

Reaction notes

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