Water → HCID 46245273, compound

HRID 1846575Notes

Reaction equation

Cl.[NH:2]1[C:7]2[N:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[O:4][C:3]1=[O:17].Cl[C:19]1[N:24]=[C:23]([CH3:25])[N:22]=[C:21]([O:26][C:27]2[CH:36]=[C:35]([CH3:37])[C:30]3[NH:31][C:32](=[O:34])[O:33][C:29]=3[CH:28]=2)[CH:20]=1.CCN(C(C)C)C(C)C.O>CN(C=O)C.C(Cl)Cl>[CH3:37][C:35]1[C:30]2[NH:31][C:32](=[O:34])[O:33][C:29]=2[CH:28]=[C:27]([O:26][C:21]2[CH:20]=[C:19]([N:14]3[CH2:13][CH2:12][C:5]4([O:4][C:3](=[O:17])[NH:2][C:7]5[N:8]=[CH:9][CH:10]=[CH:11][C:6]4=5)[CH2:16][CH2:15]3)[N:24]=[C:23]([CH3:25])[N:22]=2)[CH:36]=1

Participants

Conditions

Temperature: 60 °C

Procedure

90 mg (0.35 mmol) spiro[piperidin-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one hydrochloride, 90 mg (0.31 mmol) 6-(6-chloro-2-methylpyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one and 200 μL (1.16 mmol) DIPEA in 1.5 mL DMF were stirred overnight at RT. Another 90 mg (0.35 mmol) spiro[piperidin-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one hydrochloride and 200 μL (1.16 mmol) DIPEA were added and the mixture was stirred for 8 h at 60° C. The reaction mixture was mixed with water and stirred overnight. Then DCM was added and the mixture was stirred for a further 30 min. DCM was removed and the aqueous phase was suction filtered. The precipitate was washed with EtOH and dried.

Workup

stirringstirred overnight
stirringthe mixture was stirred for a further 30 min
customDCM was removed
washThe precipitate was washed with EtOH
customdried

Sources & evidence

ORD record: ord-03721f69cde5460caca51273d8fa94d1
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952014B2

Reaction notes

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