Isobutylamine → HCID 59311538, compound

HRID 1693279Notes

Reaction equation

HRID 1693279 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]2[C:13]3[C:7]([CH2:8][CH:9]([C:14]([NH:16][CH2:17][CH2:18][CH2:19]Cl)=[O:15])[S:10][C:11]=3[N:12]=1)=[N:6][N:5]2[CH2:21][C:22]1[C:27]([CH3:28])=[C:26]([O:29][CH3:30])[C:25]([CH3:31])=[CH:24][N:23]=1.[CH2:32]([NH2:36])[CH:33]([CH3:35])[CH3:34]>>[NH2:1][C:2]1[N:3]=[C:4]2[C:13]3[C:7]([CH2:8][CH:9]([C:14]([NH:16][CH2:17][CH2:18][CH2:19][NH:36][CH2:32][CH:33]([CH3:35])[CH3:34])=[O:15])[S:10][C:11]=3[N:12]=1)=[N:6][N:5]2[CH2:21][C:22]1[C:27]([CH3:28])=[C:26]([O:29][CH3:30])[C:25]([CH3:31])=[CH:24][N:23]=1

Participants

3

Reactant 2

HCID 6558IsobutylamineHCID 59311428HCID 59311428, compound

Product 1

HCID 59311538HCID 59311538, compoundYield 62%

Procedure

Reaction and post-treatment were performed in the same manner as in Example 18 using 4-amino-N-(3-chloropropyl)-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylene-7-carboxamide of Example 17 (30 mg) and isobutylamine (2 mL), followed by purification by NH silica gel column chromatography (dichloromethane-methanol) to obtain the title compound (20 mg, 62%) as a solid.

Workup

  1. customReaction
  2. customfollowed by purification by NH silica gel column chromatography (dichloromethane-methanol)

Sources & evidence

ORD record
ord-ce60f23df1434ae782813d14de298f7c
Source dataset
uspto-grants-2012_04
Patent number
US08158638B2

Reaction notes

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