Acetonitrile → HCID 67054493, compound

HRID 2406222Notes

Reaction equation

HRID 2406222 reaction equation
[OH:1][C:2]1[C:3]2[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[N:18]1CCC[N:22]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][C:23]=12.C(#[N:31])C>>[N:18]1([O:1][C:2]2[C:3]3[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][C:4]=3[N:5]=[CH:6][N:7]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:28]=2[N:22]=[N:31]1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178451525HCID 178451525, compound

Product 1

HCID 67054493HCID 67054493, compound

Procedure

tert-Butyl 4-hydroxy-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (300 mg, 1.264 mmol) and (1H-benzo[d][1,2,3]triazol-1-yloxy)tris(dimethylamino)-0phosphonium hexafluorophosphate(V) (671 mg, 1.517 mmol) were stirred in acetonitrile (10 mL). To the slurry was added 2,3,4,6,7,8,9,10-octahydropyrimido-[1,2-a]azepine (289 mg, 1.897 mmol). The reaction mixture was stirred 1.5 hours. The solvents were removed in vacuo to afford tert-butyl 4-(1H-benzo[d][1,2,3]triazol-1-yloxy)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate which was carried on to the next step without further purification.

Workup

  1. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-afeca70454ec41aa904629828f4a316b
Source dataset
uspto-grants-2014_08
Patent number
US08809352B2

Reaction notes

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