1,4,5,6-Tetrahydropyrimidin-2-amine → HCID 69733402, compound

HRID 1759704Notes

Reaction equation

HRID 1759704 reaction equation
[CH3:1][C:2](N(C1OC2C=CC=CC=2N=1)[C@H](C(O)=O)CC1C=CC(OCCCC(OCC)=O)=CC=1)([CH3:4])[CH3:3].[O:35]1[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=2[N:37]=[C:36]1[NH:44][C@H:45]([C:66]([OH:68])=[O:67])[CH2:46][C:47]1[CH:52]=[CH:51][C:50]([O:53][CH2:54][CH2:55][CH2:56][C:57](=[O:65])[NH:58][C:59]2[NH:60][CH2:61][CH2:62][CH2:63][N:64]=2)=[CH:49][CH:48]=1.NC1NCCCN=1>C(Cl)Cl>[O:35]1[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=2[N:37]=[C:36]1[NH:44][C@H:45]([C:66]([O:68][C:2]([CH3:4])([CH3:3])[CH3:1])=[O:67])[CH2:46][C:47]1[CH:48]=[CH:49][C:50]([O:53][CH2:54][CH2:55][CH2:56][C:57](=[O:65])[NH:58][C:59]2[NH:60][CH2:61][CH2:62][CH2:63][N:64]=2)=[CH:51][CH:52]=1

Participants

4

Reactant 2

HCID 32874121,4,5,6-Tetrahydropyrimidin-2-amineHCID 86594973HCID 86594973, compound

Product 1

HCID 69733402HCID 69733402, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The ester 6-1 (370 mg) is mixed with 2-amino-1,4,5,6-tetrahydropyrimidine (200 mg) in 5 ml of CH2Cl2 and agitation is carried out at ambient temperature for 6 hours. The reaction medium is then evaporated under reduced pressure and the dry extract obtained is purified by chromatography eluting with a CH2Cl2/MeOH/water/AcOH mixture 90/10/1/1. 200 mg of the expected product 6-2 is obtained.

Workup

  1. customThe reaction medium is then evaporated under reduced pressure
  2. extractionthe dry extract
  3. customobtained
  4. customis purified by chromatography
  5. washeluting with a CH2Cl2/MeOH/water/AcOH mixture 90/10/1/1

Sources & evidence

ORD record
ord-f0c97753852b4eedb50bd09f540f9439
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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