Tetrahydrofuran → HCID 178522421, compound

HRID 1946289Notes

Reaction equation

HRID 1946289 reaction equation
[CH:1]1([NH:4][C:5]([NH:7][C:8]2[C:9]([C:13]3[NH:17][C:16]4[CH:18]=[CH:19][C:20]([CH2:22][N:23]5[CH2:28][CH2:27][O:26][CH2:25][CH2:24]5)=[CH:21][C:15]=4[N:14]=3)=[N:10][NH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1.[CH2:29]1COCC1>>[CH:1]1([NH:4][C:5]([NH:7][C:8]2[C:9]([C:13]3[NH:14][C:15]4[CH:21]=[CH:29][C:19]([CH2:20][CH2:22][N:23]5[CH2:28][CH2:27][O:26][CH2:25][CH2:24]5)=[CH:18][C:16]=4[N:17]=3)=[N:10][NH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 178522431HCID 178522431, compound

Product 1

HCID 178522421HCID 178522421, compound

Procedure

A sample of crude 1-cyclopropyl-3-[3-(5-morpholin-4-ylmethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-urea free base was dissolved in THF and then concentrated in vacuo to a minimum volume (˜4 volumes). To the solution was added water dropwise (2-4 volumes) until the solution became turbid. A small amount of THF was added to re-establish solution clarity and the mixture left to stand overnight to give a crystalline material which was air-dried to give 1-cyclopropyl-3-[3-(5-morpholin-4-ylethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-urea free base dihydrate.

Workup

  1. concentrationconcentrated in vacuo to a minimum volume (˜4 volumes)
  2. additionTo the solution was added water dropwise (2-4 volumes) until the solution
  3. additionA small amount of THF was added
  4. waitthe mixture left
  5. customto give a crystalline material which
  6. customwas air-dried

Sources & evidence

ORD record
ord-d690320b5c994822989a4f41adfd93a6
Source dataset
uspto-grants-2013_03
Patent number
US08399442B2

Reaction notes

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