1,4,5,6-Tetrahydropyrimidin-2-amine → HCID 86594985, compound

HRID 1759720Notes

Reaction equation

HRID 1759720 reaction equation
[NH2:1][C:2]1[NH:3][CH2:4][CH2:5][CH2:6][N:7]=1.[Br:8][C:9]1[CH:42]=[CH:41][C:12]2[N:13]=[C:14]([NH:16][C@H:17]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:18][NH:19][C:20](=[O:33])[C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][C:29](OC)=[O:30])=[CH:23][CH:22]=3)[S:15][C:11]=2[CH:10]=1>C1COCC1>[Br:8][C:9]1[CH:42]=[CH:41][C:12]2[N:13]=[C:14]([NH:16][C@H:17]([C:34]([O:36][C:37]([CH3:38])([CH3:39])[CH3:40])=[O:35])[CH2:18][NH:19][C:20](=[O:33])[C:21]3[CH:22]=[CH:23][C:24]([CH2:27][CH2:28][C:29](=[O:30])[NH:1][C:2]4[NH:7][CH2:6][CH2:5][CH2:4][N:3]=4)=[CH:25][CH:26]=3)[S:15][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 32874121,4,5,6-Tetrahydropyrimidin-2-amineHCID 86594984HCID 86594984, compound

Product 1

HCID 86594985HCID 86594985, compoundYield 34.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

66 mg of 2-amino-1,4,5,6-tetrahydropyrimidine is added to a solution of 70 mg of 11-2 in 2 ml of THF, and agitation is carried out at ambient temperature for 3 hours. The reaction medium is then chromatographed eluting with a CH2Cl2/AcOEt mixture 80/20 then with MeOH/CH2Cl2 10/90. 27 mg of expected product 11-3 is obtained.

Workup

  1. customThe reaction medium is then chromatographed
  2. washeluting with a CH2Cl2/AcOEt mixture 80/20

Sources & evidence

ORD record
ord-31a75fdd97d44b06a0c9f32d01d5cbb9
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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