1,1,1-Trimethoxybutane → HCID 67041319, compound

HRID 606134Notes

Reaction equation

HRID 606134 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[O:11][N:10]=[C:9]([CH2:12][NH:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=[CH:16][C:15]=3[NH2:24])[CH:8]=2)[CH:2]=1.[C:25](OC)(OC)(OC)[CH2:26][CH2:27][CH3:28].Cl.N1C=CC=CC=1>>[CH2:26]([C:25]1[N:13]([CH2:12][C:9]2[CH:8]=[C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[O:11][N:10]=2)[C:14]2[C:23]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:17]=[CH:16][C:15]=2[N:24]=1)[CH2:27][CH3:28]

Participants

4

Reactant 3

HCID 1235121,1,1-TrimethoxybutaneHCID 10176127Pyridinium chlorideHCID 86247649HCID 86247649, compound

Product 1

HCID 67041319HCID 67041319, compoundYield 84.5%

Procedure

The methods of Part H of Example 35 were used to treat N4-[(5-pyridin-3-ylisoxazol-3-yl)methyl]quinoline-3,4-diamine (0.95 g, 2.98 mmol) with trimethy orthobutyrate (0.57 mL, 3.6 mmol) and pyridine hydrochloride (0.069 g, 0.60 mmol) and purify the product to provide 0.930 g of 2-propyl-1-[(5-pyridin-3-ylisoxazol-3-yl)methyl]-1H-imidazo[4,5-c]quinoline as a tan solid.

Workup

  1. custompurify the product

Sources & evidence

ORD record
ord-ae8b79aa40a04ac4a2e150328b1e2d5d
Source dataset
uspto-grants-2011_03
Patent number
US07915281B2

Reaction notes

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