Diisopropylethylamine → 1-(8-Bromo-9-methyl-9H-purin-6-yl)-4-phenylpiperidine-4-carbonitrile

HRID 528041Notes

Reaction equation

[Br:1][C:2]1[N:3]([CH3:12])[C:4]2[C:9]([N:10]=1)=[C:8](Cl)[N:7]=[CH:6][N:5]=2.C(N(C(C)C)CC)(C)C.Cl.[C:23]([C:25]1([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)#[N:24]>CN(C=O)C>[Br:1][C:2]1[N:3]([CH3:12])[C:4]2[C:9]([N:10]=1)=[C:8]([N:28]1[CH2:27][CH2:26][C:25]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:23]#[N:24])[CH2:30][CH2:29]1)[N:7]=[CH:6][N:5]=2

Participants

Conditions

Temperature: 70 °C

Procedure

8-bromo-6-chloro-9-methyl-9H-purine (200 mg, 0.80 mmol) was dissolved in DMF (4 mL). To this solution was added diisopropylethylamine (0.21 mL, 1.21 mmol). To this stirred mixture was added 4-cyano-4-phenylpiperidine hydrochloride (165 mg, 0.88 mmol) dissolved in a small amount of DMF. The resulting mixture was heated to 70° C. and stirred for 30 minutes. The solvent was removed in vacuo and the crude material was used without purification.

Workup

customThe solvent was removed in vacuo
customthe crude material was used without purification

Sources & evidence

ORD record: ord-ca4283e9bbe04409a4f3ebd19bca709b
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346807B2

Reaction notes

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