Dimethylamine → HCID 57933000, compound

HRID 1432637Notes

Reaction equation

[CH2:1]([CH:3]([C:6]1[C:7]2[N:8]([C:13]([C:17]3[S:21][C:20]([C:22](O)=[O:23])=[CH:19][C:18]=3[CH3:25])=[C:14]([CH3:16])[N:15]=2)[N:9]=[C:10]([CH3:12])[CH:11]=1)[CH2:4][CH3:5])[CH3:2].[CH3:26][NH:27][CH3:28]>>[CH3:26][N:27]([CH3:28])[C:22]([C:20]1[S:21][C:17]([C:13]2[N:8]3[N:9]=[C:10]([CH3:12])[CH:11]=[C:6]([CH:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[C:7]3=[N:15][C:14]=2[CH3:16])=[C:18]([CH3:25])[CH:19]=1)=[O:23]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 68839895HCID 68839895, compound

Product 1

HCID 57933000HCID 57933000, compoundYield 100%

Procedure

Using a procedure analogous to Example 23B, 5-[8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazin-3-yl]-4-methyl-thiophene-2-carboxylic acid (151 mg, 0.42 mmol) and 2.0 M dimethylamine (2.0 mL, 4 mmol) give the title compound (161 mg, 0.42 mmol, 100%). 1H NMR (CDCl3): δ 0.89 (t, J=7.4 Hz, 6H), 1.75-1.94 (m, 4H), 2.14 (s, 3H), 2.51 (s, 3H), 2.53 (s, 3H), 3.15-3.50 (m, 7H), 6.72 (s, 1H), 7.30 (s, 1H). ES-MS (m/z): calcd for C21H28N4OS (M+H)+: 385.6 found: 385.3.

Sources & evidence

ORD record: ord-b443eb022ec44fef9a7c04cfbe1bf969
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612067B2

Reaction notes

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