Methylamine → HCID 19975962, compound

HRID 1898907Notes

Reaction equation

HRID 1898907 reaction equation
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:17]#[N:18])=[CH:8][C:7]=2[CH:19]=1.[CH3:20][NH2:21]>C1COCC1>[C:17]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:9]1[O:10][C:6]2[CH:5]=[CH:4][C:3]([CH2:2][NH:21][CH3:20])=[CH:19][C:7]=2[CH:8]=1)#[N:18]

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 21848006HCID 21848006, compound

Product 1

HCID 19975962HCID 19975962, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.3 g (17.0 mmol) 5-(bromomethyl)-2-(2-cyanophenyl)benzofuran (prepared according to EP 434 249) were dissolved in 100 ml THF, and 25 ml of a 40% aqueous solution of methylamine were added via a dropping funnel. The mixture was stirred at room temperature over night. 2×15 ml of the solution of methylamine were added, and the mixture was stirred for additional 5 h in each case. The work-up and the isolation of the title compound was carried out as described in Step A of the preceding example to give a colorless powder after crystallization of the remaining oil upon stirring with t-butylmethylether, m.p. 180° C.

Workup

  1. stirringthe mixture was stirred for additional 5 h in each case

Sources & evidence

ORD record
ord-c0e55eefb54c462f93b6c231e2070e25
Source dataset
uspto-grants-1996_11
Patent number
US05571813

Reaction notes

Loading…