Tetrahydrofuran → HCID 14172535, compound

HRID 1068949Notes

Reaction equation

HRID 1068949 reaction equation
NCC1C=C(N[C:10]2[C:18]3[C:13](=[N:14][CH:15]=[N:16][C:17]=3[NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)[NH:12][N:11]=2)C=CC=1.C1COCC1>C(OCC)C>[Cl:26][C:22]1[CH:21]=[C:20]([NH:19][C:17]2[N:16]=[CH:15][N:14]=[C:13]3[NH:12][N:11]=[CH:10][C:18]=23)[CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 178509838HCID 178509838, compound

Product 1

HCID 14172535HCID 14172535, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 300 mg (0.805 mmol) of 3-(3aminomethyl-phenylamino)-4-(3chloro-phenylamino)-1H-pyrazoio[3,4-d]pyrimidine (water content: 1.79%; see Step 90.5), 230 mg (0.845 mmol) of Boc-glycine hydroxysuccinimide ester (Fluka) and 5 ml of THF is stirred at 20° C. for 1.5 hours. The addition of 5 ml of diethyl ether to the reaction mixture, filtration and washing the filter residue with diethyl ether yield 3-13-(N-{N-tert-butyloxy-carbonyl-glycyl}aminomethyl)-phenylamino]4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine; m.p. 181-183° C.

Workup

  1. filtrationto the reaction mixture, filtration
  2. washwashing the filter residue with diethyl ether

Sources & evidence

ORD record
ord-efcd8bf5329f419899dc20c9eedcb9c2
Source dataset
uspto-grants-2001_06
Patent number
US06251911B1

Reaction notes

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