Diisopropylethylamine → HCID 59708491, compound

HRID 405906Notes

Reaction equation

HRID 405906 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1.C(N(C(C)C)CC)(C)C.[NH2:21][C@@H:22]([CH2:26][OH:27])[CH2:23][CH2:24][CH3:25]>O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([NH:21][C@H:22]([CH2:23][CH2:24][CH3:25])[CH2:26][OH:27])[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 5324727(2R)-2-aminopentan-1-olHCID 457899672,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

Product 1

HCID 59708491HCID 59708491, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

1.4 g 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (II) are placed in 9 ml dioxane, then first 3.5 ml diisopropylethylamine, then 0.9 g D-norvalinol are added. The reaction mixture is heated in the microwave at 120° C., until there is no further reaction, and cooled, then evaporated down. The residue is treated with petroleum ether/ethyl acetate 9:1 in the ultrasound bath, the solid is suction filtered and dried. 1.5 g (III-3) are obtained as a solid.

Workup

  1. customno further reaction
  2. temperaturecooled
  3. customevaporated down
  4. additionThe residue is treated with petroleum ether/ethyl acetate 9:1 in the ultrasound bath
  5. filtrationfiltered
  6. customdried
  7. custom1.5 g (III-3) are obtained as a solid

Sources & evidence

ORD record
ord-d4f5910b8973415182a4602a5ef908f6
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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