Methylamine → HCID 86692150, compound

HRID 527926Notes

Reaction equation

HRID 527926 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:23])[C:16]3[CH:21]=[CH:20][N:19]=[C:18](Cl)[N:17]=3)[CH2:11]2)=[N:3][CH:2]=1.[CH3:24][NH2:25]>>[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:23])[C:16]3[CH:21]=[CH:20][N:19]=[C:18]([NH:25][CH3:24])[N:17]=3)[CH2:11]2)=[N:3][CH:2]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86692141HCID 86692141, compound

Product 1

HCID 86692150HCID 86692150, compound

Conditions

Temperature
110 °C

Procedure

A mixture of (R)—N-(1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)-2-chloro-N-methylpyrimidin-4-amine (26.0 mg, 0.08 mmol) and methylamine (in THF, 2.0 M, 5.0 mL, 10.0 mmol) was stirred at 110° C. for 45 min in an Initator™ Biotage microwave reactor. The volatiles were removed under reduced pressure and the residue was purified by chromatography on silica gel to give the title compound. MS (m/z): 325 (M+H)+.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-4d3c187102ea428cbd90e8478148cfff
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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