Diisopropylethylamine → HCID 70249298, compound

HRID 2088688Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:30])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[N:20]=[C:19]3[N:14]([C:15](Cl)=[N:16][C:17]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])=[CH:18]3)[N:13]=2)[CH2:8][CH2:7]1)[CH3:2].Cl.[NH2:32][C:33]1[C:38]([C:39](=[O:44])[C:40]([F:43])([F:42])[F:41])=[CH:37][CH:36]=[C:35]([NH:45][CH2:46][CH2:47][NH2:48])[N:34]=1.C(N(CC)C(C)C)(C)C>CS(C)=O>[CH2:1]([O:3][C:4](=[O:30])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[N:20]=[C:19]3[N:14]([C:15]([NH:48][CH2:47][CH2:46][NH:45][C:35]4[CH:36]=[CH:37][C:38]([C:39](=[O:44])[C:40]([F:42])([F:43])[F:41])=[C:33]([NH2:32])[N:34]=4)=[N:16][C:17]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])=[CH:18]3)[N:13]=2)[CH2:8][CH2:7]1)[CH3:2]

Participants

Conditions

Temperature: 130 °C

Procedure

120 mg (0.23 mmol) of ethyl{4-[5-chlor-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate (Example 55A), 78.7 mg (0.28 mmol) of 1-{2-amino-6-[(2-aminoethyl)-amino]pyridin-3-yl}-2,2,2-trifluoroethanone hydrochloride (Example 13A) and 0.24 ml (1.38 mmol) of N,N-diisopropylethylamine were initially charged in 1 ml of DMSO. The mixture was heated in the microwave at 130° C. for 30 min. This gave, after purification of the crude product by preparative HPLC (Method 11), 141 mg (90% of theory) of the product as a solid.

Workup

customThis gave, after purification of the crude product by preparative HPLC (Method 11), 141 mg (90% of theory) of the product as a solid

Sources & evidence

ORD record: ord-155d1f1e0a5746eaa7b80d896f30fe25
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436003B2

Reaction notes

Loading…