Dimethylamine → HCID 44408672, compound

HRID 751308Notes

Reaction equation

HRID 751308 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:16]3[CH:17]=[CH:18][C:19]4[N:23]=[CH:22][N:21]([CH2:24][CH2:25][CH2:26]OS(C)(=O)=O)[C:20]=4[CH:32]=3)=[C:10]3[CH2:15][CH2:14][CH2:13][N:11]3[N:12]=2)[CH:5]=[CH:4][CH:3]=1.CS(O)(=O)=O.[CH3:38][NH:39][CH3:40]>C1COCC1>[CH3:38][N:39]([CH3:40])[CH2:26][CH2:25][CH2:24][N:21]1[C:20]2[CH:32]=[C:16]([C:9]3[C:8]([C:6]4[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=4)=[N:12][N:11]4[CH2:13][CH2:14][CH2:15][C:10]=34)[CH:17]=[CH:18][C:19]=2[N:23]=[CH:22]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 86603857HCID 86603857, compound

Product 1

HCID 44408672HCID 44408672, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

Combine methanesulfonic acid methanesulfonic acid 3-[6-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-benzoimidazol-1-yl]-propyl ester (Example 57a; 22 mg, 0.048 mmol) with 2M dimethylamine in THF (2 mL). Heat the mixture at 80° C. for 30 min. Cool, evaporate the excess amine, and purify the crude product with FCC to give the title compound (18.5 mg, 95%). MS m/e 401.3 (M+1).

Workup

  1. temperatureCool
  2. customevaporate the excess amine
  3. custompurify the crude product with FCC

Sources & evidence

ORD record
ord-66f0fadfa8384020959f8a47f28564f4
Source dataset
uspto-grants-2008_07
Patent number
US07405299B2

Reaction notes

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