Ammonia → HCID 178513786, compound

HRID 391711Notes

Reaction equation

HRID 391711 reaction equation
[C:1]([C:4]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=2)[N:10]=[C:9]2[C:5]=1[NH:6][C:7](=[O:34])[N:8]2[C@H:20]1[CH2:25][CH2:24][C@H:23]([NH:26]C(=O)OC(C)(C)C)[CH2:22][CH2:21]1)(=[O:3])[NH2:2].C(OC(N[C@H]1CC[C@H](N2C(=O)NC3C2=NC(C2C=CC=C(O)C=2)=NC=3C(OCC)=O)CC1)=O)(C)(C)C.N>CO>[NH2:26][C@H:23]1[CH2:24][CH2:25][C@H:20]([N:8]2[C:7](=[O:34])[NH:6][C:5]3[C:9]2=[N:10][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=2)=[N:12][C:4]=3[C:1]([NH2:2])=[O:3])[CH2:21][CH2:22]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 178453990HCID 178453990, compoundHCID 178470189HCID 178470189, compound

Product 1

HCID 178513786HCID 178513786, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl trans-4-(6-carbamoyl-2-(3-hydroxyphenyl)-8-oxo-7H-purin-9(8H)-yl)cyclohexylcarbamate. Ethyl 9-(trans-4-(tert-butoxycarbonylamino)cyclohexyl)-2-(3-hydroxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate (0.070 g, 0.140 mmol) and ammonia in methanol were reacted according to General Procedure G. After 16 h, LCMS confirms product and the solution was condensed under reduced pressure to afford the title compound (0.040 g, 60%). MS (ESI) m/z 469 [M+1]+.

Workup

  1. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-020ed888bfea4267b8f602000f269631
Source dataset
uspto-grants-2013_02
Patent number
US08383634B2

Reaction notes

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