HCID 89812957, compound → HCID 89813109, compound

HRID 1481051Notes

Reaction equation

HRID 1481051 reaction equation
C([O:5][C:6](=[O:35])[C:7]([CH2:11][NH:12][C:13]([C:15]1[N:16]=[C:17]([C:33]#[N:34])[C:18]2[C:23]([C:24]=1[OH:25])=[CH:22][CH:21]=[C:20]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH:19]=2)=[O:14])([CH3:10])[CH2:8][CH3:9])(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[C:33]([C:17]1[C:18]2[C:23](=[CH:22][CH:21]=[C:20]([O:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:19]=2)[C:24]([OH:25])=[C:15]([C:13]([NH:12][CH2:11][C:7]([CH3:10])([CH2:8][CH3:9])[C:6]([OH:35])=[O:5])=[O:14])[N:16]=1)#[N:34]

Participants

4

Reactant 1

HCID 89812957HCID 89812957, compound

Product 1

HCID 89813109HCID 89813109, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

2-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-2-methyl-butyric acid tert-butyl ester (45 mg, 0.10 mmol) was dissolved in TFA (1.7 mL) and CH2Cl2 (1.7 mL). The resulting mixture was stirred at room temperature for 2 hours. The volatiles were removed in vacuo and the residue was dissolved again in CH2Cl2 (4 mL). The volatiles were removed again in vacuo to give the title compound in 36 mg. MS: (−) m/z 418.14 (M−1).

Workup

  1. customThe volatiles were removed in vacuo
  2. dissolutionthe residue was dissolved again in CH2Cl2 (4 mL)
  3. customThe volatiles were removed again in vacuo

Sources & evidence

ORD record
ord-fa731802e6a9417c9cebbe26abf44fba
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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