Diisopropylethylamine → HCID 46243985, compound

HRID 1846581Notes

Reaction equation

HRID 1846581 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[C:2]1=[O:15].Cl[C:17]1[N:22]=[C:21]([CH3:23])[N:20]=[C:19]([O:24][C:25]2[CH:34]=[C:33]([CH3:35])[C:28]3[NH:29][C:30](=[O:32])[O:31][C:27]=3[CH:26]=2)[CH:18]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:35][C:33]1[C:28]2[NH:29][C:30](=[O:32])[O:31][C:27]=2[CH:26]=[C:25]([O:24][C:19]2[CH:18]=[C:17]([N:12]3[CH2:11][CH2:10][C:3]4([C:4]5[C:5](=[N:6][CH:7]=[CH:8][CH:9]=5)[NH:1][C:2]4=[O:15])[CH2:14][CH2:13]3)[N:22]=[C:21]([CH3:23])[N:20]=2)[CH:34]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 56651734Spiro[piperidine-4,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 86663906HCID 86663906, compound

Product 1

HCID 46243985HCID 46243985, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

36 mg (0.15 mmol) spiro[piperidin-4.3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one, 44 mg (0.15 mmol) 6-(6-chloro-2-methylpyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one and 91 μL (0.536 mmol) DIPEA in 2.0 mL DMF were stirred for 48 h at RT. The reaction mixture was purified by preparative HPLC-MS. The fractions containing product were combined and lyophilised.

Workup

  1. customThe reaction mixture was purified by preparative HPLC-MS
  2. additionThe fractions containing product

Sources & evidence

ORD record
ord-0c60120c021d43eda2ee8c1fbc984cad
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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