Diisopropylethylamine → HCID 12004040, compound

HRID 2219976Notes

Reaction equation

HRID 2219976 reaction equation
C(N(C(C)C)CC)(C)C.[N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[C:12]([NH:20][C:21]2[C:22]3[CH2:30][CH2:29][NH:28][CH2:27][C:23]=3[N:24]=[CH:25][N:26]=2)[CH:11]=1.Br[CH2:32][CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>C(O)C>[CH:33]1([CH2:32][N:28]2[CH2:29][CH2:30][C:22]3[C:21]([NH:20][C:12]4[CH:11]=[N:10][C:19]5[C:14]([CH:13]=4)=[CH:15][CH:16]=[CH:17][CH:18]=5)=[N:26][CH:25]=[N:24][C:23]=3[CH2:27]2)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 137636Cyclohexane, (bromomethyl)-HCID 69223984HCID 69223984, compound

Product 1

HCID 12004040HCID 12004040, compoundYield 9.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Diisopropylethyl amine(258 mg, 2 mmol) was added to the solution of 5,6,7,8-tetrahydro-N-(quinolin-3-yl)pyrido[3,4-d]pyrimidin-4-amine (55 mg, 0.2 mmol) and (bromomethyl)cyclohexane (177 mg, 1 mmol) in ethanol (2 ML) and stirred at 80° C. for 48 h. Solvent was removed in vacuo, and the residue was purified by column chromatography to yield the product as a light orange powder (7 mg, 9.5%).

Workup

  1. customSolvent was removed in vacuo
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-0c684536040f4e5c9852e3ac09d96396
Source dataset
uspto-grants-2008_08
Patent number
US07414131B2

Reaction notes

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