1-Methyl-5-(tri-n-butylstannyl)imidazole → 4-(4-Benzyloxyanilino)-6-(N-methylimidazol-5-yl)pyrido[3,4-d]pyrimidine

HRID 564761Notes

Reaction equation

HRID 564761 reaction equation
[CH2:1]([O:8][C:9]1[CH:26]=[CH:25][C:12]([NH:13][C:14]2[C:15]3[CH:23]=[C:22](Cl)[N:21]=[CH:20][C:16]=3[N:17]=[CH:18][N:19]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Sn](CCCC)(CCCC)[C:32]1[N:36]([CH3:37])[CH:35]=[N:34][CH:33]=1)CCC>>[CH2:1]([O:8][C:9]1[CH:26]=[CH:25][C:12]([NH:13][C:14]2[C:15]3[CH:23]=[C:22]([C:32]4[N:36]([CH3:37])[CH:35]=[N:34][CH:33]=4)[N:21]=[CH:20][C:16]=3[N:17]=[CH:18][N:19]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 109156511-Methyl-5-(tri-n-butylstannyl)imidazoleHCID 219521684-(4-Benzyloxyanilino)6-chloropyrido[3,4-d]pyrimidine

Product 1

HCID 221128464-(4-Benzyloxyanilino)-6-(N-methylimidazol-5-yl)pyrido[3,4-d]pyrimidine

Procedure

Prepared according to Procedure B from 4-(4-benzyloxyanilino)-6-chloropyrido[3,4-d]pyrimidine and 5-(tri-n-butylstannyl)-N-methylimidazole (prepared according to the published method: Acta Chem. Scand., (1993), 47(1), 57); δH [2H6]-DMSO 10.00 (1H,s), 9.15 (1H,s), 8.65 (1H,s), 8.60 (1H, s), 7.80 (1H,s), 7.61(2H,d), 7.50 (1H,s), 7.25-7.49 (5H,m), 7.10 (2H,d), 5.13 (2H,s), 3.98 (3H,s); m/z (M+1)+409.

Workup

  1. customPrepared
  2. customprepared

Sources & evidence

ORD record
ord-6d2749bea28240bdb665dc105264c931
Source dataset
uspto-grants-2001_01
Patent number
US06169091A

Reaction notes

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