Water → 1-[2-(2-Isopropyl-2H-tetrazol-5-yl)-ethyl]-3-[6-(6-methoxy-pyridin-3-yl)-imidazo[1,2-a]pyridin-2-yl]-urea

HRID 555980Notes

Reaction equation

C(N(CC)CC)C.C1(O[C:15](=[O:34])[NH:16][C:17]2[N:18]=[C:19]3[CH:24]=[CH:23][C:22]([C:25]4[CH:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=4)=[CH:21][N:20]3[CH:33]=2)C=CC=CC=1.Cl.[CH:36]([N:39]1[N:43]=[N:42][C:41]([CH2:44][CH2:45][NH2:46])=[N:40]1)([CH3:38])[CH3:37].O>CN1C(=O)CCC1>[CH:36]([N:39]1[N:43]=[N:42][C:41]([CH2:44][CH2:45][NH:46][C:15]([NH:16][C:17]2[N:18]=[C:19]3[CH:24]=[CH:23][C:22]([C:25]4[CH:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=4)=[CH:21][N:20]3[CH:33]=2)=[O:34])=[N:40]1)([CH3:38])[CH3:37]

Participants

Conditions

Temperature: 80 °C

Procedure

Triethylamine (0.54 ml, 3.26 mmol) is added to a stirred mixture of [6-(6-methoxy-pyridin-3-yl)-imidazo[1,2-a]pyridin-2-yl]carbamic acid phenyl ester (Intermediate C) (0.587 g, 1.63 mmol) and 2-(2-isopropyl-2H-tetrazol-5-yl)-ethylamine hydrochloride (Intermediate D1)(0.275 g, 1.96 mmol) in NMP (5 ml). The resulting mixture is stirred at 80° C. for 2 hours and then allowed to cool to room temperature. Water (100 ml) is added and the resulting grey suspension is collected by filtration and dried in a vacuum oven to afford the title compound.

Workup

temperatureto cool to room temperature
filtrationthe resulting grey suspension is collected by filtration
customdried in a vacuum oven

Sources & evidence

ORD record: ord-be7ba172d48247248528b8bb39cec30e
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08053574B2

Reaction notes

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