Ammonia → HCID 86761452, compound

HRID 657472Notes

Reaction equation

HRID 657472 reaction equation
C([NH:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[C:19]1([O:45][CH2:44][C@H:31]([O:32][CH2:33][P:34]([O:40][CH:41]([CH3:43])[CH3:42])([O:36][CH:37]([CH3:39])[CH3:38])=[O:35])[C@H:21]1[O:22]C(=O)C1C=CC=CC=1)[OH:20])(=O)C1C=CC=CC=1.N>CO>[N:18]1[C:10]([NH2:9])=[C:11]2[C:15]([N:14]([C:19]3([O:45][CH2:44][C@H:31]([O:32][CH2:33][P:34]([O:40][CH:41]([CH3:43])[CH3:42])([O:36][CH:37]([CH3:39])[CH3:38])=[O:35])[C@H:21]3[OH:22])[OH:20])[CH:13]=[N:12]2)=[N:16][CH:17]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86761453HCID 86761453, compound

Product 1

HCID 86761452HCID 86761452, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 11 (431 mg, 0.80 mmol) in MeOH saturated with ammonia (100 mL) was stirred at room temperature overnight. The mixture was concentrated, and the residue was purified by column chromatography (CH2Cl2:MeOH=9:1) to give compound 15 (278 mg, 0.67 mmol) as a white powder in 84% yield which was characterized as follows:

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by column chromatography (CH2Cl2:MeOH=9:1)

Sources & evidence

ORD record
ord-870cc76996ac4f1fb08dc1c1d4682c60
Source dataset
uspto-grants-2011_12
Patent number
US08076310B2

Reaction notes

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