Water → HCID 58075753, compound

HRID 2370234Notes

Reaction equation

HRID 2370234 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:6]=2[N:7]=1.O.[CH3:20][N:21]1C(=O)CCC1>>[Cl:1][C:2]1[N:3]=[C:4]([NH:21][CH3:20])[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:6]=2[N:7]=1

Participants

4

Reactant 3

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 58075530HCID 58075530, compound

Product 1

HCID 58075753HCID 58075753, compoundYield 81%

Procedure

To a solution of Preparation AR [2,4-dichloro-7-(2-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine] (900 mg, 3.00 mmol) in NMP (Volume: 3.00E+04 μl) was added 2 M monomethanamine (7525 μl, 15.05 mmol). The resulting reaction mixture was stirred at RT for 1 h. Water was added (120 ml) to the mixture and stirred for 30 min. The mixture was filtered to get light green solid which was dried to get 2-chloro-7-(2-chlorophenyl)-N-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (713 mg, 2.424 mmol, 81% yield). LC-MS (M+H)+=295.9. 1H NMR (400 MHz, CD3OD) δ 7.50-7.39 (m, 1H), 7.34-7.19 (m, 2H), 7.04-6.90 (m, 1H), 4.86-4.72 (m, 1H), 3.07 (s, 3H), 2.90-2.67 (m, 3H), 2.11-1.91 (m, 1H).

Workup

  1. customThe resulting reaction mixture
  2. stirringstirred for 30 min
  3. filtrationThe mixture was filtered
  4. customto get light green solid which
  5. customwas dried

Sources & evidence

ORD record
ord-ca51dc41a05149438086b79b75bff864
Source dataset
uspto-grants-2014_04
Patent number
US08710061B2

Reaction notes

Loading…