Allylamine → HCID 10649615, compound

HRID 1720864Notes

Reaction equation

HRID 1720864 reaction equation
[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([CH2:16][NH:17][CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH2:24]([N:27]1[CH:35]=[N:34][C:33]2[C:28]1=[N:29][C:30](Cl)=[N:31][C:32]=2Cl)[CH:25]=[CH2:26].ClC1N=[C:46]2[C:42](NC=N2)=[CH:41][N:40]=1.C(N)C=C>C(O)C.C(O)CCC>[CH2:24]([N:27]1[CH:35]=[N:34][C:33]2[C:28]1=[N:29][C:30]([NH:40][CH2:41][CH:42]=[CH2:46])=[N:31][C:32]=2[N:21]1[CH2:22][CH2:23][CH:18]([NH:17][CH2:16][CH:6]2[C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=3[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]2=3)[CH2:19][CH2:20]1)[CH:25]=[CH2:26]

Participants

7

Reactant 4

HCID 7853AllylamineHCID 5193142-chloro-7H-purineHCID 10657004HCID 10657004, compoundHCID 67761048HCID 67761048, compound

Product 1

HCID 10649615HCID 10649615, compoundYield 26.8%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 702EthanolSolvent

Procedure

3 g of 4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)methylamino]piperidine are added to a solution of 1.15 g of 9-allyl-2,6-dichloropurine in 20 ml of ethanol and the mixture is stirred for 3 hours at room temperature and then for 30 minutes at 50° C. The mixture is then treated as described in Example 1. The residue obtained is recrystallised from ether. 1.8 g of white crystals melting (cap) at 146°-148° C. are obtained. By proceeding as in Example 1, starting from 1.8 g of the 2-chloropurine compound so obtained dissolved in 20 ml of butanol and heated to 150° C. in the presence of 0.6 ml of allylamine, 0.7 g of 9-allyl-2-allylamino-6-{4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)methylamino]piperidino}purine is obtained in the form of a resinous product of which the difumarate, recrystallised from ethanol, melts (cap) at 191°-194° C.

Workup

  1. waitfor 30 minutes at 50° C
  2. additionThe mixture is then treated
  3. customThe residue obtained
  4. customis recrystallised from ether
  5. custom(cap) at 146°-148° C.
  6. customare obtained
  7. customso obtained

Sources & evidence

ORD record
ord-1f0222a5989e42158325ab161c1f47ee
Source dataset
uspto-grants-1996_04
Patent number
US05508277

Reaction notes

Loading…