Diisopropylethylamine → HCID 59708434, compound

HRID 405904Notes

Reaction equation

HRID 405904 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]([CH:25]([CH3:27])[CH3:26])[CH2:23][OH:24]>O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([NH:21][C@H:22]([CH:25]([CH3:27])[CH3:26])[CH2:23][OH:24])[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 6950587D-ValinolHCID 457899672,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

Product 1

HCID 59708434HCID 59708434, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

7.2 g of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidin (II) are in 36 ml dioxane placed, and then first 18 ml diisopropylethylamine, then 6.1 g (R)-(−)-2-amino-3-methyl-1-butanol are added. The reaction mixture is heated to 100° 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 and the solid is suction filtered and dried. 8.3 g (III-1) are obtained as a solid. Analytical HPLC (method A): RT=2.75 min

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. custom8.3 g (III-1) are obtained as a solid

Sources & evidence

ORD record
ord-0cdd30ebb1f94ec2b3020b3514a1e0bd
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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