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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262232Generated: October 27, 2026

Tetrafluoro-m-phenylenediamine dihydrochloride → N-{2-[2-(2-Hydroxymethyl-3H-benzoimidazol-5-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-phenyl}-N-methyl-methanesulfonamide

https://huagongshe.com/reaction/1262232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant(5-Amino-1H-benzo[d]imidazol-2-yl)methanolHCID 838521—
ReactantTrifluoro-methanesulfonic acid 7-[2-(methanesulfonyl-methyl-amino)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-yl esterHCID 86661681—
ProductN-{2-[2-(2-Hydroxymethyl-3H-benzoimidazol-5-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-phenyl}-N-methyl-methanesulfonamideHCID 66711438—

Reaction Steps

N-{2-[2-(2-Hydroxymethyl-3H-benzoimidazol-5-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-phenyl}-N-methyl-methanesulfonamide was prepared from trifluoro-methanesulfonic acid 7-[2-(methanesulfonyl-methyl-amino)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester and (6-amino-1H-benzoimidazol-2-yl)-methanol; dihydrochloride in an analogous manner to Example 1061. Product isolated as a yellow solid (32 mg, 31%). m.p.=250-256° C.; LCMS (m/e) 464 (M+H); 1H-NMR (d6-DMSO, 400 MHz) δ 12.5-12.01 (m, 1H), 9.28-9.21 (m, 1H), 8.98-8.92 (m, 1H), 8.12-8.00 (m, 1H), 7.94-7.89 (m, 0.5H), 7.68-7.60 (m, 2H), 7.60-7.31 (m, 3H), 7.27-7.21 (m, 0.5H), 7.01-6.95 (m, 1H), 6.95-6.89 (m, 1H), 5.65-5.54 (m, 1H), 4.67-4.60 (m, 2H), 3.09-3.03 (m, 3H), 2.92-2.86 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471005B2
Source datasetuspto-grants-2013_06
ORD IDord-bc97bb41d70b4d2abdf80d718a8ab884
Source noteuspto-grants-2013_06