Methanol → HCID 53468240, compound

HRID 1958351Notes

Reaction equation

HRID 1958351 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[N:12]=[C:13]3[N:18]=[C:17]([NH:19][C:20]([C:22]4[N:26]([CH3:27])[N:25]=[CH:24][C:23]=4[C:28]([N:30]4[CH2:33][CH2:32][CH2:31]4)=[O:29])=[O:21])[CH:16]=[CH:15][N:14]3[CH:34]=2)[CH:6]=1)(=O)C.CO.C(Cl)Cl.C([O-])(O)=O.[Na+]>O>[OH:4][C:5]1[CH:6]=[C:7]([C:11]2[N:12]=[C:13]3[N:18]=[C:17]([NH:19][C:20]([C:22]4[N:26]([CH3:27])[N:25]=[CH:24][C:23]=4[C:28]([N:30]4[CH2:33][CH2:32][CH2:31]4)=[O:29])=[O:21])[CH:16]=[CH:15][N:14]3[CH:34]=2)[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 516892Sodium BicarbonateHCID 53468647HCID 53468647, compound

Product 1

HCID 53468240HCID 53468240, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(7-(4-(Azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxamido)imidazo[1,2-a]pyrimidin-2-yl)phenyl acetate (Example 105; 25 mg, 54.4 μmol) was combined with MeOH (0.7 ml), CH2Cl2 (0.2 ml) and H2O to give a yellow solution. NaHCO3 (4.57 mg, 54.4 μmol) was added and the reaction mixture was stirred at RT over night. The precipitated light yellow solid was filtered and washed with MeOH and H2O. After drying over night under high vacuum, the product (13 mg, 56%) was obtained as light yellow solid. MS (m/z)=418.2 [M+H+].

Workup

  1. customto give a yellow solution
  2. filtrationThe precipitated light yellow solid was filtered
  3. washwashed with MeOH and H2O
  4. customAfter drying over night under high vacuum

Sources & evidence

ORD record
ord-bf2a9a0a810a414dacfbc9468b40c8ad
Source dataset
uspto-grants-2013_04
Patent number
US08410117B2

Reaction notes

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