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Water → HCID 178436813, compound

HRID 1530823
Notes
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Reaction equation

HRID 1530823 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=1.[C:10]([C@@H:14]1[CH2:19][CH2:18][C@H:17]([NH2:20])[CH2:16][CH2:15]1)([CH3:13])([CH3:12])[CH3:11].C(N(CC)CC)C.O>C1(C)C=CC=CC=1>[C:10]([C@@H:14]1[CH2:15][CH2:16][C@H:17]([NH:20][C:2]2[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=2)[CH2:18][CH2:19]1)([CH3:13])([CH3:11])[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 111372714-Chloro-6-ethylpyrimidineHCID 178445676HCID 178445676, compound

Product 1

HCID 178436813HCID 178436813, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

14.3 g of 4-chloro-6-ethylpyrimidine and 17.1 g of cis-4-tert-butylcyclohexylamine were heated to 80 to 90° C. with 15.2 g of triethylamine in 75 ml of toluene for 8 hours. After cooling, the mixture was stirred with water and the organic phase was dried and concentrated. For purification, the mixture was chromatographed over silica gel (ethyl acetate). This gave the title product as a colourless oil.

Workup

  1. temperatureAfter cooling
  2. customthe organic phase was dried
  3. concentrationconcentrated
  4. customFor purification
  5. customthe mixture was chromatographed over silica gel (ethyl acetate)

Sources & evidence

ORD record
ord-2905251673194719822e9a5f03e8a155
Source dataset
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06197729B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes