Isopropylamine → HCID 86691692, compound

HRID 510164Notes

Reaction equation

HRID 510164 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].C(N(CC)C(C)C)(C)C.[Cl:14][C:15]1[N:20]=[C:19](Cl)[C:18]([N+:22]([O-:24])=[O:23])=[C:17]([NH:25][CH3:26])[N:16]=1>ClCCl>[Cl:14][C:15]1[N:20]=[C:19]([NH:4][CH:1]([CH3:3])[CH3:2])[C:18]([N+:22]([O-:24])=[O:23])=[C:17]([NH:25][CH3:26])[N:16]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 81531DiisopropylethylamineHCID 866916932,6-dichloro-N-methyl-5-nitropyrimidin-4-amine

Product 1

HCID 86691692HCID 86691692, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Isopropylamine (4.5 ml) and N,N-diisopropylethylamine (13.2 ml) were dissolved into 150 ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitro-6-methylaminopyrimidine (11.5 g) in dichloromethane (30 ml) at 0° C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for half an hour. Purification was conducted by a column chromatography to obtain a yellow solid (10.4 g) in a yield of 82.1%. 1H NMR (400 MHz, CDCl3): δ8.17 (s, 1H), 4.48 (m, 1H), 2.78 (s, 3H), 1.31 (d, J=6.8 Hz, 6H) ppm.

Workup

  1. additionAfter the completion of the dropwise addition
  2. customto react for half an hour
  3. customPurification

Sources & evidence

ORD record
ord-0091620f2aeb468b9af71d378043fc21
Source dataset
uspto-grants-2015_08
Patent number
US09096601B2

Reaction notes

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