Diisopropylethylamine → HCID 46244942, compound

HRID 1846559Notes

Reaction equation

HRID 1846559 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:15]3[C:10](=[N:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]2=[O:16])[CH2:3][CH2:2]1.Cl[C:18]1[N:23]=[CH:22][N:21]=[C:20]([O:24][C:25]2[CH:26]=[C:27]([CH3:39])[C:28]3[N:32]=[C:31]([C@@H:33]4[CH2:37][CH2:36][CH2:35][O:34]4)[NH:30][C:29]=3[CH:38]=2)[CH:19]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:39][C:27]1[C:28]2[N:32]=[C:31]([C@@H:33]3[CH2:37][CH2:36][CH2:35][O:34]3)[NH:30][C:29]=2[CH:38]=[C:25]([O:24][C:20]2[N:21]=[CH:22][N:23]=[C:18]([N:1]3[CH2:2][CH2:3][CH:4]([N:7]4[C:15]5[C:10](=[N:11][CH:12]=[CH:13][CH:14]=5)[NH:9][C:8]4=[O:16])[CH2:5][CH2:6]3)[CH:19]=2)[CH:26]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 22293182Bms-973013HCID 86663918HCID 86663918, compound

Product 1

HCID 46244942HCID 46244942, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 mg (0.23 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one, 70 mg (0.21 mmol) (S)-6-(6-chloropyrimidin-4-yloxy)-4-methyl-2-(tetrahydrofuran-2-yl)-1H-benzo[d]-imidazole and 0.08 mL (0.46 mmol) DIPEA in 2.0 mL DMF were stirred overnight at RT and for 2 h at 40° C. The reaction mixture was purified by preparative HPLC-MS. The fractions containing product were partially evaporated down i.vac. and neutralised with 1M sodium hydroxide solution. The precipitate formed was suction filtered, washed and dried.

Workup

  1. customThe reaction mixture was purified by preparative HPLC-MS
  2. additionThe fractions containing product
  3. customwere partially evaporated down i.vac
  4. customThe precipitate formed
  5. filtrationfiltered
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-6ae4ba5a6f624e9986e0516c526f7111
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

Loading…