HCID 89813134, compound → HCID 89813090, compound

HRID 1481046Notes

Reaction equation

HRID 1481046 reaction equation
C[O:2][C:3](=[O:31])[CH:4]([CH2:7][NH:8][C:9]([C:11]1[N:12]=[C:13]([C:29]#[N:30])[C:14]2[C:19]([C:20]=1[OH:21])=[CH:18][CH:17]=[C:16]([O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH:15]=2)=[O:10])[CH2:5][CH3:6]>CO.[OH-].[Na+]>[C:29]([C:13]1[C:14]2[C:19](=[CH:18][CH:17]=[C:16]([O:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:15]=2)[C:20]([OH:21])=[C:11]([C:9]([NH:8][CH2:7][CH:4]([CH2:5][CH3:6])[C:3]([OH:31])=[O:2])=[O:10])[N:12]=1)#[N:30]

Participants

4

Reactant 1

HCID 89813134HCID 89813134, compound

Product 1

HCID 89813090HCID 89813090, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

2-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-butyric acid methyl ester (55 mg, 0.13 mmol) was dissolved in MeOH (3 mL) and 2 N NaOH (3 mL). After stirring for 16 hours at room temperature, the solvent was partially removed (until 3-4 mL left). H2O (15 mL) and 1 N hydrochloric acid were added until pH was 1. The resulting suspension was filtered. The solid was washed with H2O and dried to give the title compound in 35 mg. MS: (−) m/z 404.32 (M−1).

Workup

  1. customthe solvent was partially removed
  2. wait(until 3-4 mL left)
  3. additionH2O (15 mL) and 1 N hydrochloric acid were added until pH was 1
  4. filtrationThe resulting suspension was filtered
  5. washThe solid was washed with H2O
  6. customdried

Sources & evidence

ORD record
ord-1ee381298ce948269d2107cc7e4fa17d
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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