2-Methoxyethylamine → HCID 86697420, compound

HRID 1478248Notes

Reaction equation

HRID 1478248 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][CH:10]=[C:4]2[N:3]=1.[CH3:11][O:12][CH2:13][CH2:14][NH2:15]>>[CH3:11][O:12][CH2:13][CH2:14][NH:15][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][CH:10]=[C:4]2[N:3]=1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 210717595-Chloropyrazolo(1,5-a)pyrimidine

Product 1

HCID 86697420HCID 86697420, compoundYield 108.1%

Conditions

Temperature
65 °C

Procedure

A stirred mixture of 5-chloro-pyrazolo[1,5-a]pyrimidine [29274-24-6], (525.5 mg, 3.4 mmol) and 2-methoxy-ethylamine (3.0 mL, 34.5 mmol) was heated to 65° C. for 17 h, cooled and partitioned between brine (pH adjusted to 8 with saturated aqueous sodium bicarbonate) and ethyl acetate. Extract was dried (MgSO4) and evaporated to yield 706.4 mg of light yellow solid. LRMS (ESI) m/z 193.1 [(M+H)]+, calc'd for C9H12N4O: 192.22.

Workup

  1. temperaturecooled
  2. custompartitioned between brine (
  3. extractionExtract
  4. dry with materialwas dried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-793e6a804b8645c08ca8ae48d28c1681
Source dataset
uspto-grants-2016_08
Patent number
US09403832B2

Reaction notes

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