Methylamine → HCID 59455135, compound

HRID 1401482Notes

Reaction equation

HRID 1401482 reaction equation
[CH3:1][N:2]1[CH2:30][CH2:29][C:5]2[N:6]([CH2:14][C:15]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)=[CH:16][C:17](OCC)=[O:18])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1.[CH3:31][NH2:32]>O>[CH3:1][N:2]1[CH2:30][CH2:29][C:5]2[N:6](/[CH:14]=[C:15](/[C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)\[CH2:16][C:17]([NH:32][CH3:31])=[O:18])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 66611719HCID 66611719, compound

Product 1

HCID 59455135HCID 59455135, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 4-(2,8-dimethyl-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)-3-(4-fluorophenyl)but-2-enoate (50 mg, 0.123 mmol; prepared according to General Method 5) in 40% aqueous methyl amine (1 mL) was heated overnight at 100° C. The reaction mixture was cooled to RT and diluted with water (5 mL). A white solid precipitated out which was filtered and dried under vacuum. 1H NMR (CD3OD, HCl salt) δ (ppm): 7.60 (m, 2H), 7.30 (d, 1H), 7.20 (m, 3H), 7.10 (m, 1H), 7.0 (d, 1H), 4.70 (m, 1H), 4.35 (m, 1H), 3.80 (m, 2H), 3.60 (m, 2H), 3.30 (m, 3H), 3.15 (s, 3H), 2.55 (s, 3H), 2.40 (s, 2H).

Workup

  1. customA white solid precipitated out which
  2. filtrationwas filtered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-e397047a5a9240d1b95f7d230dc759d9
Source dataset
uspto-grants-2014_12
Patent number
US08907097B2

Reaction notes

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