2-Oxopropiononitrile → 6-Benzyloxy-5-methyl-4-(2-methyl-1H-pyrrolo[2,3-b]pyridin-5-yloxy)-pyrrolo[2,1-f][1,2,4]triazine

HRID 1064227Notes

Reaction equation

HRID 1064227 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[N:9][CH:10]=1)[NH:7][C:6]([CH3:11])=[CH:5]2.[CH2:12]([O:19][C:20]1[C:21]([CH3:30])=[C:22]2[N:27]([CH:28]=1)[N:26]=[CH:25][N:24]=[C:23]2Cl)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(C#N)(C)=O>>[CH2:12]([O:19][C:20]1[C:21]([CH3:30])=[C:22]2[N:27]([CH:28]=1)[N:26]=[CH:25][N:24]=[C:23]2[O:1][C:2]1[CH:3]=[C:4]2[CH:5]=[C:6]([CH3:11])[NH:7][C:8]2=[N:9][CH:10]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 694302-OxopropiononitrileHCID 116376306-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazineHCID 222736212-methyl-1H-pyrrolo[2,3-b]pyridin-5-ol

Product 1

HCID 222736376-Benzyloxy-5-methyl-4-(2-methyl-1H-pyrrolo[2,3-b]pyridin-5-yloxy)-pyrrolo[2,1-f][1,2,4]triazine

Procedure

5-Hydroxy-2-methyl-7-azaindole was treated with of 6-benzyloxy-4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine (see WO 0071129) by a method similar to the preparation of Example 1. 1H NMR (400 MHz, DMSO-d6) δ 8.02 (1H, br. s), 7.85 (1H, s), 7.83 (1H, s), 7.70 (1H, br. s), 7.41 (6H, m), 6.15 (1H, br. s), 5.12 (2H, s) 2.92 (3H, s), 2.42 (3H, s). m/z 386 (M+H)+, 427 (M++AcCN).

Sources & evidence

ORD record
ord-bebb45a7880e4264803238f616b8867f
Source dataset
uspto-grants-2005_11
Patent number
US06969717B2

Reaction notes

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