Hydrochloric Acid → HCID 59299831, compound

HRID 2236449Notes

Reaction equation

HRID 2236449 reaction equation
C[O:2][C:3]([CH2:5][C:6]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:7]=1)=O.Cl.[NH4+:22].[OH-]>O>[C:3]([CH2:5][C:6]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:7]=1)(=[O:2])[NH2:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 68693569HCID 68693569, compound

Product 1

HCID 59299831HCID 59299831, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.65 g (9.56 mmol) of 4-Methoxycarbonylmethyl-2-phenyl-pyrimidine-5-carboxylic Acid in 11.6 mL of conc NH4OH is stirred at 25° C. for 3 h. The reaction is then diluted with H2O, chilled in ice and acidified with 6M HCl. The product is collected, washed with H2O (2×) and dried in vacuo (low heat) to give 1.55 g (63%) of orange solid: 1H NMR (DMSO-d6) δ 9.17 (s, 1H), 8.44 (m, 2H), 7.67 (s, 1H), 7.60 (m, 3H), 7.02 (s, 1H), 4.12 (s, 2H); MS (ESI)) m/z 256. (M−H). Analysis for C13H11N3O3. 0.5H2O: Calcd: C, 58.63; H, 4.55; N, 15.78. Found: C, 58.88; H, 4.53; N, 15.46.

Workup

  1. temperaturechilled in ice
  2. customThe product is collected
  3. washwashed with H2O (2×)
  4. customdried in vacuo (low heat)

Sources & evidence

ORD record
ord-9200b80c56c0468ba940745de1506854
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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