Water → HCID 86759852, compound

HRID 497726

Reaction equation

HRID 497726 reaction equation
Cl[C:2]1[C:3]2[S:20][C:19]([NH2:21])=[N:18][C:4]=2[N:5]=[C:6]([S:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=2[F:17])[N:7]=1.[NH2:22][CH2:23][C@H:24](O)[CH3:25].[OH2:27]>CN1CCCC1=O.CCN(C(C)C)C(C)C>[NH2:21][C:19]1[S:20][C:3]2[C:2]([NH:22][CH:23]([OH:27])[CH2:24][CH3:25])=[N:7][C:6]([S:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=3[F:17])=[N:5][C:4]=2[N:18]=1

Participants

6

Reactant 3

HCID 962WaterHCID 439938(2R)-1-aminopropan-2-olHCID 112216507-Chloro-5-[[(2,3-difluorophenyl)methyl]thio]-thiazolo[4,5-d]pyrimidin-2-amine

Product 1

HCID 86759852HCID 86759852, compound

Reagents, catalysts & solvents 2

HCID 13387N-methyl-2-pyrrolidoneSolventHCID 81531DiisopropylethylamineSolvent

Procedure

The product from example 1, step (b) (70.0 g) and (R)-1-amino-propan-2-ol (32 ml) in N-methylpyrrolidinone (600 ml) and Hunigs base (71 ml) was heated at 110° C. for 16 hours. The mixture was poured into water (5 L) and the crude product collected at by filtration. This solid was purified by recrystallisation from acetonitrile (2.5 L) to give 65 g of the subtitled compound.

Workup

  1. filtrationthe crude product collected at by filtration
  2. customThis solid was purified by recrystallisation from acetonitrile (2.5 L)

Sources & evidence

ORD record
ord-1c6fd978249740a2a653eae94ca91aa6
Source dataset
uspto-grants-2005_09
Patent number
US06949643B2

Linked notes

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