Hydrochloric Acid → 5-Isopropyl-4-[methyl-(1H-pyrrolo[2,3-b]pyridin-5-yl)-amino]-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester

HRID 1064257Notes

Reaction equation

HRID 1064257 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[C:5]2[CH:11]=[CH:10][NH:9][C:6]2=[N:7][CH:8]=1.[CH3:12][O:13][C:14]([C:16]1[C:17]([CH:26]([CH3:28])[CH3:27])=[C:18]2[N:23]([CH:24]=1)[N:22]=[CH:21][N:20]=[C:19]2Cl)=[O:15].Cl>>[CH3:12][O:13][C:14]([C:16]1[C:17]([CH:26]([CH3:28])[CH3:27])=[C:18]2[N:23]([CH:24]=1)[N:22]=[CH:21][N:20]=[C:19]2[N:2]([CH3:1])[C:3]1[CH:4]=[C:5]2[CH:11]=[CH:10][NH:9][C:6]2=[N:7][CH:8]=1)=[O:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 22273610N-methyl-1H-pyrrolo[2,3-b]pyridin-5-amineHCID 866038554-Chloro-5-isopropylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester

Product 1

HCID 234035765-Isopropyl-4-[methyl-(1H-pyrrolo[2,3-b]pyridin-5-yl)-amino]-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl esterYield 25%

Procedure

The title compound was prepared in a manner similar to the preparation of Example 24 by using methyl-(1H-pyrrolo[2,3-b]pyridin-5-yl)-amine and 4-chloro-5-isopropylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester. (25% yield). LCMS; m/z 365 (M+H+). Monohydrochloride salt: 1H NMR (400 MHz, DMSO-d6) δ ppm 11.73 (1H, s), 8.22 (1H, s.), 8.00 (1H, s), 7.75 (1H, s), 7.50 (1H, s), 6.40 (1H, s.), 3.70 (3H, s), 3.26 (1H, m), 2.51 (3H, s), 0.54 (6H, d, J=7.3 Hz).

Sources & evidence

ORD record
ord-f6e0fd1da55f48c48a0500c5704611da
Source dataset
uspto-grants-2005_11
Patent number
US06969717B2

Reaction notes

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