Hydrochloric Acid → HCID 178479149, compound

HRID 1370280

Reaction equation

HRID 1370280 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([OH:15])[CH2:11][CH2:10]2)[C:5]([O:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:4][N:3]=1.Cl>C(O)C>[ClH:23].[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([OH:15])[CH2:11][CH2:10]2)[C:5]([O:16][C:17]2[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178508527HCID 178508527, compound

Product 1

HCID 178479149HCID 178479149, compoundYield 180.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Chromatographically pure 2-amino-5-(4chlorophenoxy)-4-(trans-4-hydroxycyclohexylamino)pyrimidine (0.93 g, 2.78 mmoles) was dissolved in ethanol (10 mL), concentrated hydrochloric acid (1 mL) was added, and the solution was spin evaporated in vacuo to give a solid. The solid was triturated under ethyl acetate to give a white solid which was collected, washed with ethyl acetate and dried in vacuo to give 0.93 g (90% yield) of 2-amino-5-(4-chlorophenoxy)-4-(trans-4-hydroxycyclohexylamino)pyrimidine hydrochloride as white crystals, mp 155-156° C.

Workup

  1. customevaporated in vacuo
  2. customto give a solid
  3. customThe solid was triturated under ethyl acetate
  4. customto give a white solid which
  5. customwas collected
  6. washwashed with ethyl acetate
  7. customdried in vacuo

Sources & evidence

ORD record
ord-aaf9062993da4cce8371a15bd8258da6
Source dataset
uspto-grants-2003_06
Patent number
US06583148B1

Linked notes

Loading…