Thiopheneethanamine → HCID 16036091, compound

HRID 2356583Notes

Reaction equation

HRID 2356583 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH2:8].[F:9][C:10]([F:35])([F:34])[C:11]1[CH:33]=[CH:32][CH:31]=[CH:30][C:12]=1[C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[N:26]=[N:25][C:24]([C:27](O)=[O:28])=[CH:23][CH:22]=2)[CH2:17][CH2:16]1)=[O:14]>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH:8][C:27]([C:24]1[N:25]=[N:26][C:21]([N:18]2[CH2:17][CH2:16][N:15]([C:13](=[O:14])[C:12]3[CH:30]=[CH:31][CH:32]=[CH:33][C:11]=3[C:10]([F:35])([F:34])[F:9])[CH2:20][CH2:19]2)=[CH:22][CH:23]=1)=[O:28]

Participants

3

Reactant 2

HCID 116521ThiopheneethanamineHCID 454873706-[4-(2-TRIFLUOROMETHYLBENZOYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid

Product 1

HCID 16036091HCID 16036091, compound

Procedure

Following the procedure of Example 24, making variations only as required to use 2-thiophen-2-yl-ethylamine in place of 2,2-(dimethylcyclopropyl)methylamine to react with 6-[4-(2-trifluoromethylbenzoyl)piperazin-1-yl]pyridazine-3-carboxylic acid, the title compound was obtained as a white powder (40% yield). 1H NMR (300 MHz, CDCl3) δ 8.01, 7.73, 7.58, 7.34, 7.12, 6.98, 6.90, 6.84, 4.03, 3.89-3.55, 3.33, 3.12. 13C NMR (75 MHz, CDCl3) δ 167.6, 163.1, 160.0, 145.2, 141.1, 134.2, 132.4, 129.5, 127.2, 127.0, 126.9, 125.3, 123.9, 121.8, 112.5, 46.4, 44.6, 44.4, 41.3, 40.9, 30.9. MS (ES+) m/z 490.0 (MeI).

Sources & evidence

ORD record
ord-3de1e0b49cde4c018a17bd38b79c38f4
Source dataset
uspto-grants-2010_07
Patent number
US07759348B2

Reaction notes

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