Hydrochloric Acid → HCID 178435423, compound

HRID 1934412Notes

Reaction equation

HRID 1934412 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([OH:9])[C:6]([CH2:10][C:11]2([CH2:16][CH3:17])OCCO2)=[C:5]([NH2:18])[N:4]=1.Cl>>[CH2:16]([C:11]1[NH:18][C:5]2[NH:4][C:3]([S:2][CH3:1])=[N:8][C:7](=[O:9])[C:6]=2[CH:10]=1)[CH3:17]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178435407HCID 178435407, compound

Product 1

HCID 178435423HCID 178435423, compound

Procedure

The 2-(methylthio)-6-amino-5-(2-ethyl-1,3-dioxolan-2ylmethyl)-4-pyrimidinol (2.50 g, 9.21 mmol) was combined with 69 mL of 0.2 M HCl and stirred at ambient temperature for 18 hours. The solids were collected by filtration, washed with 20 mL of water and dried in vacuo (40° C., 10 torr) to provide a quantitative yield of 1,7-dihydro-6-ethyl-2-(methylthio)-4H-pyrrolo[2,3-d]pyrimidin-4-one as a white solid. nmr (500 MHz, dmso-d6) δ1.17 (t, J=7.5 Hz, 3H), 2.49 (s, 3H), 2.55 (q, J=7.5 Hz, 2H), 6.03 (s, 1H), 11.61 (s, 1H), 11.95 (s, 1H)

Workup

  1. filtrationThe solids were collected by filtration
  2. washwashed with 20 mL of water
  3. customdried in vacuo (40° C., 10 torr)

Sources & evidence

ORD record
ord-76802010ca14482abab7e811aa380552
Source dataset
uspto-grants-2002_05
Patent number
US06384041B1

Reaction notes

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