Pyrrolidine → (1-Benzyl-1H-indazol-5-yl)-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-yl)-amine

HRID 2085959Notes

Reaction equation

HRID 2085959 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([N:13]1[C:21]2[C:16](=[CH:17][C:18]([NH:22][C:23]3[C:24]4[CH:32]=[C:31](Cl)[N:30]=[CH:29][C:25]=4[N:26]=[CH:27][N:28]=3)=[CH:19][CH:20]=2)[CH:15]=[N:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[CH2:6]([N:13]1[C:21]2[C:16](=[CH:17][C:18]([NH:22][C:23]3[C:24]4[CH:32]=[C:31]([N:1]5[CH2:5][CH2:4][CH2:3][CH2:2]5)[N:30]=[CH:29][C:25]=4[N:26]=[CH:27][N:28]=3)=[CH:19][CH:20]=2)[CH:15]=[N:14]1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 21952012(1-Benzyl-1H-indazol-5-yl)-(6-chloropyrido[3,4-d]pyrimidin-4-yl)-amine

Product 1

HCID 22727424(1-Benzyl-1H-indazol-5-yl)-(6-pyrrolidin-1-yl-pyrido[3,4-d]pyrimidin-4-yl)-amine

Procedure

Pyrrolidine (2 ml) was reacted with (1-Benzyl-1H-indazol-5-yl)-(6-chloro-pyrido[3,4-d]pyrimidin-4-yl)-amine (0.4 g) in a reacti-vial at 100° C. (Procedure C). After 18 hours, the cooled mixture was poured onto water and the precipitate washed with hot ether and crystallised from acetone to give the title compound; δH [2H6]DMSO 10.53(1H,s), 9.75(1H,s), 8.79(1H,s), 8.30(1H,s), 8.23(1H,s), 8.14(1H,s), 7.70(2H,m), 7.28(5H,m), 7.14(1H,s), 5.68(2H,s) 3.50(4H,m), 2.02(4H,m); m/z (M+) 422.

Workup

  1. additionthe cooled mixture was poured onto water
  2. washthe precipitate washed with hot ether
  3. customcrystallised from acetone

Sources & evidence

ORD record
ord-f836b716c1eb45b3be0cdcc6fede6554
Source dataset
uspto-grants-2004_04
Patent number
US06723726B1

Reaction notes

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