Diisopropylethylamine → [1-(2-Chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-cyclopropyl]-methanol
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:22]1([CH2:25][OH:26])[CH2:24][CH2:23]1>O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([NH:21][C:22]2([CH2:25][OH:26])[CH2:24][CH2:23]2)[C:5]2[S:10][CH2:9][CH2:8][C:6]=2[N:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 160 °C
Procedure
1.4 g (II) are placed in 10 ml dioxane, first 3.6 ml diisopropylethylamine, then 1 g of 1-aminocyclopropanemethanol (see 8.2) are added. The reaction mixture is heated to 160° C. until no further reaction takes place, then cooled and evaporated down. The residue is treated with cyclohexane/ethyl acetate (8:2) in the ultrasound bath and the solid is suction filtered and dried. 1.24 g (III-4) are obtained as a solid.
Workup
- temperaturecooled
- customevaporated down
- additionThe residue is treated with cyclohexane/ethyl acetate (8:2) in the ultrasound bath
- filtrationfiltered
- customdried
- custom1.24 g (III-4) are obtained as a solid
Sources & evidence
- ORD record
- ord-f116c76b090f4ff19ad93a1953bca5a9
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09115142B2
Reaction notes
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