Diisopropylethylamine → HCID 44625432, compound

HRID 1183003Notes

Reaction equation

Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])[N:3]=1.Cl.[NH2:19][C:20]1[C:25]([C:26](=[O:31])[C:27]([F:30])([F:29])[F:28])=[CH:24][CH:23]=[C:22]([NH:32][CH:33]2[CH2:38][CH2:37][CH2:36][NH:35][CH2:34]2)[N:21]=1.C(N(CC)C(C)C)(C)C>CS(C)=O>[NH2:19][C:20]1[N:21]=[C:22]([NH:32][CH:33]2[CH2:38][CH2:37][CH2:36][N:35]([C:2]3[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([C:10]4[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=4[Cl:17])[N:3]=3)[CH2:34]2)[CH:23]=[CH:24][C:25]=1[C:26](=[O:31])[C:27]([F:30])([F:29])[F:28]

Participants

Conditions

Temperature: 120 °C

Procedure

29.5 mg (0.1 mmol) of 2-chloro-6-(2,4-dichlorophenyl)pyridine-3-carbonitrile, 30 mg (0.1 mmol) of 1-[2-amino-6-(piperidin-3-ylamino)pyridin-3-yl]-2,2,2-trifluoroethanone hydrochloride (Example 13A) and 0.09 ml (0.52 mmol) of N,N-diisopropylethylamine were initially charged in 1 ml of DMSO. The mixture was heated at 120° C. in a microwave for 30 min. The crude product was purified by means of preparative HPLC (method 13). 35 mg (63% of theory) of the product were obtained in solid form.

Workup

customThe crude product was purified by means of preparative HPLC (method 13)
custom35 mg (63% of theory) of the product were obtained in solid form

Sources & evidence

ORD record: ord-cb2da0f6ce1349c69bb6baba90015b15
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08664246B2

Reaction notes

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