HCID 21273587, compound → HCID 178429718, compound

HRID 846909Notes

Reaction equation

HRID 846909 reaction equation
[SH:1][C:2]1[N:7]2[N:8]=[C:9]([C:11](OC)=[O:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:15])[CH:3]=1.[H-].C([Al+]CC(C)C)C(C)C.CCCCCC>O1CCCC1>[SH:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][OH:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:15])[CH:3]=1

Participants

4

Reactant 2

HCID 21273587HCID 21273587, compoundHCID 178499048HCID 178499048, compound

Product 1

HCID 178429718HCID 178429718, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.24 g of methyl 7-mercapto-5-methyl-s-triazolo[1,5-a]-pyrimidine-2-carboxylate were suspended in 350 ml of tetrahydrofuran and treated at 2° within 15 minutes with 40 ml of a 1M diisobutylaluminium hydride/hexane solution. The reaction mixture was stirred at 2° for 10 minutes and subsequently treated with ice. The reaction mixture was concentrated extensively, the residue was taken up in 30 ml of water, and the solution was acidified to pH 1.2 with concentrated hydrochloric acid. The solid was collected by filtration and dried in a high vacuum. There was obtained 7-mercapto-5-methyl-s-tria-zolo[1,5-a]pyrimidine-2-methanol of melting point 233° (dec.).

Workup

  1. additionsubsequently treated with ice
  2. concentrationThe reaction mixture was concentrated extensively
  3. filtrationThe solid was collected by filtration
  4. customdried in a high vacuum

Sources & evidence

ORD record
ord-b45379e3a06f4054b076533b8fd9cceb
Source dataset
uspto-grants-1992_08
Patent number
US05138066

Reaction notes

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