Hydrochloric Acid → HCID 178478586, compound

HRID 1244897Notes

Reaction equation

HRID 1244897 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][C:5]1[N:13]=[C:12]([Cl:14])[N:11]=[C:10]2[C:6]=1[N:7]=[CH:8][N:9]2[CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.[NH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]1.C(Cl)[Cl:29].CO.[OH-].[NH4+].[ClH:35]>C(O)C.C(O)CCC>[ClH:14].[ClH:29].[ClH:35].[NH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([NH:27][C:12]2[N:11]=[C:10]3[C:6]([N:7]=[CH:8][N:9]3[CH:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)=[C:5]([NH:4][CH2:3][CH2:2][NH2:1])[N:13]=2)[CH2:23][CH2:22]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 21896990Dichloromethane methanol ammonium hydroxideHCID 21922924N-(2-aminoethyl)-2-chloro-9-cyclopentyl-9H-purin-6-amineHCID 178511674HCID 178511674, compound

Product 1

HCID 178478586HCID 178478586, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

160 mg of the product obtained in Stage 1 of Example 7, 10 ml of butanol and 690 mg of trans-1,4-diaminocyclohexane are mixed together, the reaction medium is heated to approximately 150° C. for approximately 4 days. After chromatography on silica eluting with methylene chloride/methanol/ammonium hydroxide in a proportion of 70/25/05 salification is carried out with a 1.4N solution of HCl in ethanol and in this way 60 mg of expected product is obtained.

Sources & evidence

ORD record
ord-65c222f9e2864e3e9ef07b9551562c0c
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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