N,N-Dimethyl-1,3-propanediamine → HCID 10206437, compound

HRID 852056Notes

Reaction equation

[CH3:1][C:2]([CH3:32])([CH3:31])[CH2:3][N:4]([CH3:30])[C:5]1[N:10]=[C:9](S(C)(=O)=O)[N:8]=[C:7]([NH:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[CH3:26])[C:19]([NH:21][CH3:22])=[O:20])[C:6]=1[N+:27]([O-:29])=[O:28].[CH3:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37][NH2:38]>C(#N)C>[CH3:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37][NH:38][C:9]1[N:8]=[C:7]([NH:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[CH3:26])[C:19]([NH:21][CH3:22])=[O:20])[C:6]([N+:27]([O-:29])=[O:28])=[C:5]([N:4]([CH2:3][C:2]([CH3:32])([CH3:31])[CH3:1])[CH3:30])[N:10]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 3-{6-[(2,2-Dimethyl-propyl)-methyl-amino]-2-methanesulfonyl-5-nitro-pyrimidin-4-ylamino}-4,N-dimethyl-benzamide (4.2 mg, 0.01 mmol) and 3-(Dimethylamino)propylamine (0.2 mL) in 2 mL of acetonitrile was heated with stirring at 80° C. for 16 h. The solvent was then evaporated under vacuum and the crude product was purified by flash chromatography to afford 2.8 mg of the product (Yield: 64%). MS (m/z) calcd for C24H38N8O3 (MH+), 487.3, found, 487.3.

Workup

customThe solvent was then evaporated under vacuum
customthe crude product was purified by flash chromatography

Sources & evidence

ORD record: ord-89d091c431b248fb8b927ffe2914da20
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07253174B2

Reaction notes

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