Hydrochloric Acid → HCID 178493485, compound

HRID 2207084Notes

Reaction equation

HRID 2207084 reaction equation
[ClH:1].[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[C:6]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][O:21][Si](C(C)(C)C)(C)C)=[CH:13][C:12]=2[O:29][CH3:30])=[C:5]([CH3:31])[N:4]=1>CO>[ClH:1].[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[C:6]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][OH:21])=[CH:13][C:12]=2[O:29][CH3:30])=[C:5]([CH3:31])[N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1784934872-amino-5-[[4-[3-[tert-butyl(dimethyl)silyl]oxypropoxy]-2-methoxyphenyl]methyl]-6-methyl-1H-pyrimidin-4-one

Product 1

HCID 178493485HCID 178493485, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Concentrated hydrogen chloride (2.5 mL) was added dropwise to a solution of the product from step (v) (4.33 g) in methanol (43 mL) at RT and stirred for 14 h. The mixture was concentrated and diluted with methanol. The precipitate was collected by filtration, washed with methanol and dried to give 2.87 g of the sub-title compound as a white solid, which was used without further purification; 1H NMR (300 MHz, d6-DMSO) δ=12.59 (2H, brs), 8.05 (2H, s), 6.89 (1H, d), 6.51 (1H, d), 6.36 (1H, dd), 3.97 (2H, t), 3.52 (2H, t), 3.46 (2H, s), 2.13 (3H, s), 1.78-1.86 (2H, m); LC-MS: m/z 320.

Workup

  1. concentrationThe mixture was concentrated
  2. additiondiluted with methanol
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with methanol
  5. customdried

Sources & evidence

ORD record
ord-0281b9c3933f4eb6a927d9594ff5ff6c
Source dataset
uspto-grants-2016_06
Patent number
US09376398B2

Reaction notes

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