HCID 178470294, compound → HCID 178489573, compound

HRID 391646Notes

Reaction equation

HRID 391646 reaction equation
[N:1]1([C:6]([O:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([NH:15][C:16]3[N:24]=[C:23]4[C:19]([NH:20][C:21](=[O:33])[N:22]4[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[O:31][CH3:32])=[C:18]([C:34]([O:36]CC)=O)[N:17]=3)[CH2:11][CH2:10]2)=[O:7])C=CN=C1.[NH2:39]C1C(C(OCC)=O)=NC(N[C@H]2CC[C@H](O)CC2)=NC=1NC1C=CC=CC=1OC>ClCCl>[C:6](=[O:7])([O:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([NH:15][C:16]2[N:24]=[C:23]3[C:19]([NH:20][C:21](=[O:33])[N:22]3[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[O:31][CH3:32])=[C:18]([C:34](=[O:36])[NH2:39])[N:17]=2)[CH2:13][CH2:14]1)[NH2:1]

Participants

4

Reactant 2

HCID 178470294HCID 178470294, compoundHCID 178470298HCID 178470298, compound

Product 1

HCID 178489573HCID 178489573, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 2-(trans-4-(1H-imidazole-1-carbonyloxy)cyclohexylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate. Ethyl 5-amino-2-(trans-4-hydroxycyclohexyl amino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (0.240 g, 0.598 mmol) and 1,1′-1,1′-carbonyldiimidazole (0.968 g, 5.98 mmol) in dichloromethane (20 mL) were reacted according to general procedure F and purified using biotage chromatography (40-100% ethyl acetate in hexanes) to afford a mixture of the title product and the cleaved free hydroxyl product. MS (ESI) m/z 522.5 [M+1]+.

Workup

  1. custompurified
  2. customto afford

Sources & evidence

ORD record
ord-3fdb3563e8b64dda9f319f187583aa64
Source dataset
uspto-grants-2013_02
Patent number
US08383634B2

Reaction notes

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