Lithium Hydroxide → HCID 22179978, compound

HRID 1795971Notes

Reaction equation

HRID 1795971 reaction equation
[OH-].[Li+].C[O:4][C:5]([C:7]1[CH:8]=[CH:9][N:10]2[C:15]=1[C:14](=[O:16])[N:13]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([CH:24]([N:27]([CH2:37][CH2:38][CH2:39][NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C:28](=[O:36])[C:29]1[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][CH:30]=1)[CH2:25][CH3:26])=[N:11]2)=[O:6]>CO.C1COCC1>[CH2:17]([N:13]1[C:14](=[O:16])[C:15]2=[C:7]([C:5]([OH:6])=[O:4])[CH:8]=[CH:9][N:10]2[N:11]=[C:12]1[CH:24]([N:27]([CH2:37][CH2:38][CH2:39][NH:40][C:41]([O:43][C:44]([CH3:45])([CH3:47])[CH3:46])=[O:42])[C:28](=[O:36])[C:29]1[CH:30]=[CH:31][C:32]([CH3:35])=[CH:33][CH:34]=1)[CH2:25][CH3:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 69591810HCID 69591810, compound

Product 1

HCID 22179978HCID 22179978, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A mixture of lithium hydroxide (2 N, 0.122 mL, 0.24 mmol) and 3-benzyl-2-{1-[(3-tert-butoxycarbonylamino-propyl)-(4-methyl-benzoyl)-amino]-propyl}-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-5-carboxylic acid methyl ester, (Example 20 I, 0.003 g, 0.0049 mmol) in MeOH/THF (1:1, 0.20 mL) at 0° C. was stirred for 4 h. The reaction mixture was quenched with 1 N HCl (5 mL), extracted with EtOAc (3×10 ml), the combined organic extracts dried (Na2SO4), filtered and concentrated in vacuo to give the crude product as a solid. This crude product (0.0029 g, 60%) was used without further purification: MS (ESI+) 602 (M++H).

Workup

  1. customThe reaction mixture was quenched with 1 N HCl (5 mL)
  2. extractionextracted with EtOAc (3×10 ml)
  3. dry with materialthe combined organic extracts dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ebf9cac8cb7b47ea95938b0023b1e333
Source dataset
uspto-grants-2006_04
Patent number
US07030118B2

Reaction notes

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