Methylamine → HCID 17895985, compound

HRID 2289557Notes

Reaction equation

HRID 2289557 reaction equation
[F:1][C:2]([F:34])([F:33])[C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:31]=[C:30](Cl)[N:29]=[CH:28][N:27]=4)[CH2:22][CH2:21]3)=[O:19])[CH2:14][CH2:13]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[CH3:35][NH2:36]>C(O)C>[F:1][C:2]([F:34])([F:33])[C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:31]=[C:30]([NH:36][CH3:35])[N:29]=[CH:28][N:27]=4)[CH2:22][CH2:21]3)=[O:19])[CH2:14][CH2:13]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 18698028HCID 18698028, compound

Product 1

HCID 17895985HCID 17895985, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-(4-triflouromethylphenylsulphonyl )-4-[1-(6-chloro-pyrimidin-4-yl)piperazin-4-ylcarbonyl]piperazine (26.0 g) in 33% methylamine in ethanol (400 ml) was heated at 110° C. in a Carius tube for 8 hours. The mixture was evaporated to dryness and the residue recrystallised from methanol to give, as a solid 1-(4-triflouromethylphenylsulphonyl)-4-[1-(6-metliylamino-pyrimidin-4-yl)piperazin-4-ylcarbonyl]piperazine (13.67 g), mp 230-231° C. Found C, 49.10; H, 4.90 and N, 19.00%. C21H26F3N7O3S requires C, 49.12; H, 5.10 and N, 19.09% NMR (CDCl3): 2.85 (d, 3H), 3.10 (m, 4H), 3.30 (m, 4H), 3.40 (m, 4H), 3.60 (m, 4H), 4.75 (m, 1H), 5.40 (s, 1H), 7.80 (d, 2H), 7.90 (d, 2H) and 8.15 (s, 1H); m/z 154 (M+1).

Workup

  1. customThe mixture was evaporated to dryness
  2. customthe residue recrystallised from methanol

Sources & evidence

ORD record
ord-44c4232726ee4edabbbc23d087b24107
Source dataset
uspto-grants-2000_07
Patent number
US06093718

Reaction notes

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