Tert-Butylamine → HCID 19073890, compound

HRID 548937Notes

Reaction equation

HRID 548937 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[C:10]([NH2:14])([CH3:13])([CH3:12])[CH3:11]>CN1C(=O)CCC1>[C:10]([NH:14][C:6]1[CH:5]=[C:4]([Cl:9])[N:3]=[C:2]([NH2:1])[N:7]=1)([CH3:13])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 19073890HCID 19073890, compoundYield 100.9%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution of 2-amino-4,6-dichloropyrimidine (400 mg, 2.44 mmol) and t-butylamine (2.6 ml, 25.0 mmol) in NMP (1 ml) was heated in a microwave at 150° C. for 60 minutes. The reaction mixture was partitioned between water (10 ml) and ethyl acetate (10 ml), the organic phase separated, dried and reduced in vacuo. Purification by flash column chromatography on silica gel eluting with ethyl acetate:pentane (30:70 changing to 80:20 by volume) to yield the title compound as a colourless solid (494 mg, 100%).

Workup

  1. customThe reaction mixture was partitioned between water (10 ml) and ethyl acetate (10 ml)
  2. customthe organic phase separated
  3. customdried
  4. customPurification by flash column chromatography on silica gel eluting with ethyl acetate:pentane (30:70 changing to 80:20 by volume)

Sources & evidence

ORD record
ord-e98139aaf9d04430bfe4548292b34435
Source dataset
uspto-grants-2011_05
Patent number
US07943628B2

Reaction notes

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