Diisopropylethylamine → HCID 44480622, compound

HRID 2088697Notes

Reaction equation

Cl[C:2]1[N:7]2[N:8]=[C:9]([CH:11]3[CH2:16][CH2:15][N:14]([CH:17]([CH3:19])[CH3:18])[CH2:13][CH2:12]3)[N:10]=[C:6]2[CH:5]=[C:4]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=2[F:27])[N:3]=1.Cl.[NH2:29][C:30]1[C:35]([C:36](=[O:41])[C:37]([F:40])([F:39])[F:38])=[CH:34][CH:33]=[C:32]([NH:42][CH:43]2[CH2:48][CH2:47][CH2:46][NH:45][CH2:44]2)[N:31]=1.C(N(CC)C(C)C)(C)C>CS(C)=O>[NH2:29][C:30]1[C:35]([C:36](=[O:41])[C:37]([F:39])([F:40])[F:38])=[CH:34][CH:33]=[C:32]([NH:42][CH:43]2[CH2:48][CH2:47][CH2:46][N:45]([C:2]3[N:7]4[N:8]=[C:9]([CH:11]5[CH2:16][CH2:15][N:14]([CH:17]([CH3:18])[CH3:19])[CH2:13][CH2:12]5)[N:10]=[C:6]4[CH:5]=[C:4]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=4[F:27])[N:3]=3)[CH2:44]2)[N:31]=1

Participants

Conditions

Temperature: 130 °C

Procedure

80 mg (0.2 mmol) of 5-chloro-7-(2,4-difluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]-triazolo[1,5-c]pyrimidine, 81.2 mg (0.24 mmol) of 1-[2-amino-6-(piperidin-3-ylamino)pyridin-3-yl]-2,2,2-trifluoroethanone hydrochloride (Example 22A) and 0.213 ml (1.23 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), 56 mg (42% of theory) of the product as a solid.

Workup

customThis gave, after purification of the crude product by preparative HPLC (Method 11), 56 mg (42% of theory) of the product as a solid

Sources & evidence

ORD record: ord-90d123899a0e4403b67576971de4475f
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436003B2

Reaction notes

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