1-Amino-2-propanol → HCID 13338431, compound

HRID 2417668Notes

Reaction equation

HRID 2417668 reaction equation
Cl[C:2]1[C:3]2[N:12]([CH3:13])[N:11]=[C:10]([CH3:14])[C:4]=2[N:5]=[C:6]([CH2:8][CH3:9])[N:7]=1.[NH2:15][CH2:16][CH:17]([OH:19])[CH3:18].C(N(CC)CC)C>C(Cl)Cl>[CH3:13][N:12]1[C:3]2[C:2]([NH:15][CH2:16][CH:17]([OH:19])[CH3:18])=[N:7][C:6]([CH2:8][CH3:9])=[N:5][C:4]=2[C:10]([CH3:14])=[N:11]1

Participants

5

Reactant 3

HCID 41-Amino-2-propanolHCID 8471TriethylamineHCID 140065557-Chloro-5-ethyl-1,3-dimethyl-1H-pyrazolo[4,3-d]pyrimidine

Product 1

HCID 13338431HCID 13338431, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 10.5 g (0.05 mol) of 7-chloro-5-ethyl 1,3-dimethylpyrazolo[4,3-d]pyrimidine (Ex. 11) 7.5 g (0.1 mol) of 1-amino-2-propanol and 8 ml of triethylamine in 75 ml of methylene dichloride is stirred at room temperature for 60 hours and filtered. The hygroscopic solid is stirred in 50 ml of saturated sodium bicarbonate solution to give 9.5 g (76%) of 1-[1,3-dimethyl-5-ethyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl]amino-2-propanol, a hemihydrate melting at 116°-119° C. from ethyl acetate-pet ether.

Workup

  1. filtrationfiltered
  2. stirringThe hygroscopic solid is stirred in 50 ml of saturated sodium bicarbonate solution

Sources & evidence

ORD record
ord-796b2ad44ece4957a20b1bf360cb5521
Source dataset
uspto-grants-1984_09
Patent number
US04469868

Reaction notes

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