2-Aminopyrimidine-5-boronic acid, pinacol ester → 5-(2-(2-Methoxypropan-2-yl)-7-morpholinothiazolo[5,4-d]pyrimidin-5-yl)pyrimidin-2-amine

HRID 1365788Notes

Reaction equation

HRID 1365788 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[C:5]2[N:10]=[C:9]([C:11]([O:14][CH3:15])([CH3:13])[CH3:12])[S:8][C:6]=2[N:7]=1.[NH2:22][C:23]1[N:28]=[CH:27][C:26](B2OC(C)(C)C(C)(C)O2)=[CH:25][N:24]=1>>[CH3:15][O:14][C:11]([C:9]1[S:8][C:6]2[N:7]=[C:2]([C:26]3[CH:25]=[N:24][C:23]([NH2:22])=[N:28][CH:27]=3)[N:3]=[C:4]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[C:5]=2[N:10]=1)([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 177502122-Aminopyrimidine-5-boronic acid, pinacol esterHCID 866300674-(5-Chloro-2-(2-methoxypropan-2-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine

Product 1

HCID 252539925-(2-(2-Methoxypropan-2-yl)-7-morpholinothiazolo[5,4-d]pyrimidin-5-yl)pyrimidin-2-amine

Procedure

Crude 4-(5-chloro-2-(2-methoxypropan-2-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine (60 mg) was reacted with 2-aminopyrimidine-5-boronic acid pinacol ester via general procedure A with to get 55 mg 104 following reverse phase HPLC purification. MS (Q1) 388.2 (M)+.

Workup

  1. customto get
  2. custom55 mg 104 following reverse phase HPLC purification

Sources & evidence

ORD record
ord-5b7af52aae214d8792f779152c442922
Source dataset
uspto-grants-2011_02
Patent number
US07893059B2

Reaction notes

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