Water → HCID 46244852, compound

HRID 1846553Notes

Reaction equation

HRID 1846553 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:20]=1.Cl[C:22]1[N:27]=[C:26]([O:28][C:29]2[CH:38]=[C:37]([CH3:39])[C:32]3[NH:33][C:34](=[O:36])[O:35][C:31]=3[CH:30]=2)[CH:25]=[C:24]([Cl:40])[N:23]=1.CCN(C(C)C)C(C)C.O>CN(C=O)C>[Cl:40][C:24]1[N:23]=[C:22]([N:17]2[CH2:18][CH2:19][CH:14]([N:10]3[CH2:9][CH2:8][C:7]4[CH:20]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=4[NH:12][C:11]3=[O:13])[CH2:15][CH2:16]2)[N:27]=[C:26]([O:28][C:29]2[CH:38]=[C:37]([CH3:39])[C:32]3[NH:33][C:34](=[O:36])[O:35][C:31]=3[CH:30]=2)[CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 86663931HCID 86663931, compound

Product 1

HCID 46244852HCID 46244852, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

180 mg (0.65 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 205 mg (0.66 mmol) 6-(2,6-dichloropyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one and 0.25 mL (1.44 mmol) DIPEA in 5.0 mL DMF were stirred for 2 h at RT. The reaction mixture was mixed with water. The precipitate formed was suction filtered, washed and dried. The substance was purified by preparative HPLC-MS. The fractions containing product were partially evaporated down i.vac. and neutralised with sodium hydroxide solution. The precipitate formed was suction filtered, washed and dried.

Workup

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

Sources & evidence

ORD record
ord-11710c64ca0f478d8a65287c0b6294bc
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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