Methylamine → HCID 178482336, compound

HRID 1915608Notes

Reaction equation

HRID 1915608 reaction equation
Br[C:2]1[N:40]=[C:5]2[N:6]=[C:7]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][N:23]4[CH2:28][CH2:27][CH:26]([C:29]5[N:33]=[C:32]([C:34]6[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=6)[NH:31][N:30]=5)[CH2:25][CH2:24]4)=[CH:18][CH:17]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:9][N:4]2[N:3]=1.[CH3:41][NH2:42]>>[CH3:41][NH:42][C:2]1[N:40]=[C:5]2[N:6]=[C:7]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][N:23]4[CH2:28][CH2:27][CH:26]([C:29]5[N:33]=[C:32]([C:34]6[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=6)[NH:31][N:30]=5)[CH2:25][CH2:24]4)=[CH:18][CH:17]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:9][N:4]2[N:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 178419475HCID 178419475, compound

Product 1

HCID 178482336HCID 178482336, compound

Conditions

Temperature
110 °C

Procedure

150 mg 2-bromo-6-phenyl-5-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)[1,2,4]triazolo[1,5-a]pyrimidine (prepared as described under example 52) is dissolved in 8 ml of a methylamine solution (2M in THF). The reaction mixture is heated under microwave irradiation to 110° C. for 8 hours. The solvent is evaporated and the residue is purified by RP HPLC (water, 10 mM NH4COOH, pH 3.7/ACN) to yield the desired compound.

Workup

  1. customThe solvent is evaporated
  2. customthe residue is purified by RP HPLC (water, 10 mM NH4COOH, pH 3.7/ACN)

Sources & evidence

ORD record
ord-a27c0b9c12b74761891df799e3f70452
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

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