Methanol → HCID 46245271, compound

HRID 1846573Notes

Reaction equation

HRID 1846573 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]=[CH:23][N:22]=[C:21]([O:25][C:26]2[CH:27]=[C:28]([CH3:37])[C:29]3[NH:34][C:33](=[O:35])[CH2:32][O:31][C:30]=3[CH:36]=2)[CH:20]=1.CCN(C(C)C)C(C)C.CO>CN(C=O)C.O>[CH3:37][C:28]1[C:29]2[NH:34][C:33](=[O:35])[CH2:32][O:31][C:30]=2[CH:36]=[C:26]([O:25][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]=[CH:23][N:22]=2)[CH:27]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 81531DiisopropylethylamineHCID 66687106Spiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one hydrochlorideHCID 86663921HCID 86663921, compound

Product 1

HCID 46245271HCID 46245271, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

72 mg (0.28 mmol) spiro[piperidin-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one hydrochloride, 70 mg (0.22 mmol) 7-(6-chloropyrimidin-4-yloxy)-5-methyl-2H-benzo[b][1.4]oxazin-3(4H)-one and 100 μL (0.58 mmol) DIPEA in 2.0 mL DMF were stirred overnight at RT. The reaction mixture was combined with methanol and water. The precipitate formed was suction filtered, washed with methanol and dried.

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. washwashed with methanol
  4. customdried

Sources & evidence

ORD record
ord-fcb3e656a82647f79d2a092f14bbfa25
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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