Crystal forms of kinase inhibitors

1. The compound N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea dihydrogen citrate in a solid crystalline form, wherein the crystalline form is Form I, characterized at least by a powder X-ray diffraction peak at any one or more of the following positions: 11.80, 14.59, 15.95, 21.38, 26.12° 2θ, ±0.2° 2θ.

2. The compound of claim 1 , wherein the crystalline form is Form I, characterized at least by a powder X-ray diffraction peak at each of said positions.

3. The compound of claim 1 , wherein the crystalline form is Form I, characterized at least by a powder X-ray diffraction peak at each of said positions: 7.56, 7.96, 11.80, 12.42, 13.44, 14.59, 15.66, 15.95, 16.69, 21.38, 22.40, 22.82, 23.98, 24.50, 24.99, 26.12° 2θ, ±0.2° 2θ.

4. The compound of claim 1 , wherein the crystalline form is a monohydrate.

5. A pharmaceutical composition comprising the compound of claim 1 and one or more pharmaceutically acceptable excipients.

6. A process for preparing N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea dihydrogen citrate in a solid crystalline form, wherein the crystalline form is Form I of claim 1 , comprising:

a) providing a mixture comprising (i) N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea, water, acetone, and citric acid;

b) causing N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea dihydrogen citrate crystalline Form I to exist in the mixture.

7. The process of claim 6 , further comprising isolating N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea dihydrogen citrate in a solid crystalline form, wherein the crystalline form is Form I.