1,1-Dimethylethyl 3-(4-aminophenyl)-1-pyrrolidinecarboxylate → 3-{4-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 1262173Notes

Reaction equation

HRID 1262173 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]1[N:36]2[C:31]([CH:32]=[N:33][C:34](OS(C(F)(F)F)(=O)=O)=[N:35]2)=[CH:30][CH:29]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:34]3[N:33]=[CH:32][C:31]4=[CH:30][CH:29]=[C:28]([C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=5[O:21][CH3:20])[N:36]4[N:35]=3)=[CH:15][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 573650691,1-Dimethylethyl 3-(4-aminophenyl)-1-pyrrolidinecarboxylateHCID 86661678Trifluoro-methanesulfonic acid 7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester

Product 1

HCID 667121063-{4-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Procedure

Prepared by following a procedure analagous to Example 1220c by using 3-(4-Amino-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester and Trifluoro-methanesulfonic acid 7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester. 1H-NMR (DMSO) δ 9.4 (s, 1H), 8.9 (s, 1H), 7.8 (d, J=7.5 Hz, 1H), 7.6 (d, J=8.5 Hz, 2H), 7.45 (t, 1H), 7.2 (d, J=8.5 Hz, 1H), 7.1 (m, 3H), 6.9 (dd, J1=J2=4.6 Hz, 2H), 3.8 (s, 3H), 3.6 (m, 1H), 3.4 (m, 1H), 3.2 (m, 2H), 3.2 (t, 1H), 2.1 (m, 1H), 1.9 (m, 1H), 1.4 (s, 9H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-967992a608e04e8090608d125c94bf31
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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