Diisopropylethylamine → HCID 178517372, compound

HRID 1846566Notes

Reaction equation

HRID 1846566 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:18][C:19]1[C:24]2[NH:25][C:26]([CH:28]3[CH2:32][CH2:31][O:30][CH2:29]3)=[N:27][C:23]=2[CH:22]=[C:21]([O:33][C:34]2[CH:39]=[C:38](Cl)[N:37]=[CH:36][N:35]=2)[CH:20]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:18][C:19]1[C:24]2[NH:25][C:26]([CH:28]3[CH2:32][CH2:31][O:30][CH2:29]3)=[N:27][C:23]=2[CH:22]=[C:21]([O:33][C:34]2[N:35]=[CH:36][N:37]=[C:38]([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)[CH:39]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 66687106Spiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one hydrochlorideHCID 178478257HCID 178478257, compound

Product 1

HCID 178517372HCID 178517372, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

36 mg (0.14 mmol) spiro[piperidin-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one hydrochloride, 50 mg (0.14 mmol) 7-chloro-5-(6-chloropyrimidin-4-yloxy)-2-(tetrahydrofuran-3-yl)-1H-benzo[d]imidazole and 50 μL (0.30 mmol) DIPEA in 2.0 mL DMF were stirred overnight at RT. The reaction mixture was purified by chromatography. The fractions containing product were combined and lyophilised.

Workup

  1. customThe reaction mixture was purified by chromatography
  2. additionThe fractions containing product

Sources & evidence

ORD record
ord-95762b7face04a99b5cfb909195fa80d
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

Loading…