N-Methylcyclohexylamine → HCID 54489262, compound

HRID 398228Notes

Reaction equation

HRID 398228 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[C:9]([CH3:11])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH3:12][NH:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C(OCC)(=O)C>[CH:14]1([N:13]([CH3:12])[C:2]2[C:3]3[CH:10]=[C:9]([CH3:11])[NH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 7514N-MethylcyclohexylamineHCID 3354074-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 54489262HCID 54489262, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product from Method H (50 mg/0.298 mmol) was reacted with 100 mg (0.883 mmol) of N-methylcyclohexylamine as described in Method B. The reaction mixture was worked up as in Method B with the exception that ethyl acetate was used in place of ether. The title compound (42 mg, 58% yield) was obtained as a white solid. Mp 221° C. dec. 1H NMR (400 MHz, CDCl3) δ: 1.15-1.25 (m, 1H), 1.43-1.62 (m, 4H), 1.73 (br s, 1H, J=13.7 Hz), 1.82-1.90 (m, 4H), 2.41 (d, 3H, J=0.8 Hz), 3.21 (s, 3H) 4.63 (br s, 1H), 6.20 (s, 1H), 8.22 (s, 1H), 10.1 (br s, 1H). LRMS: 245 (M+1).

Sources & evidence

ORD record
ord-5eea90b6cb664b7bbe14a45e073226be
Source dataset
uspto-grants-2003_08
Patent number
US06610847B2

Reaction notes

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