Trifluoroacetic acid → HCID 53258193, compound

HRID 2039737Notes

Reaction equation

HRID 2039737 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[CH:3]=1.Cl[C:10]1[C:11]2[C:18]([C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:20])=[CH:17][N:16]([CH3:27])[C:12]=2[N:13]=[CH:14][N:15]=1.FC(F)(F)C(O)=O>C(OCC)C>[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:10]2[C:11]3[C:18]([C:19]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)=[O:20])=[CH:17][N:16]([CH3:27])[C:12]=3[N:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7935M-PhenylenediamineHCID 58327762HCID 58327762, compound

Product 1

HCID 53258193HCID 53258193, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

(4-((3-aminophenyl)amino)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(phenyl)methanone was synthesized according to general procedure A step 2 using 1,3-diaminobenzene and (4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(phenyl)methanone. A white solid was obtained. M.p: 170-173° C.; 400 MHz 1H NMR (DMSO-d6) δ: 8.53 (s, 1H), 8.12 (s, 1H), 8.06 (s, 1H), 7.86 (d, J=6.6 Hz, 2H), 7.71 (d, J=4.3 Hz, 2H), 7.68 (d, J=4.3 Hz, 2H), 7.43 (d, J=7.8 Hz, 1H), 7.13 (t, J=7.8 Hz, 1H), 6.95 (d, J=5.8 Hz, 1H), 6.69 (s, 1H), 6.57 (d, J=1.9 Hz, 1H), 3.68 (s, 3H); LCMS [M+H]: 344; Calc. C20H17N5O.1.6 trifluoroacetic acid.0.1 diethyl ether: C, 53.16; H, 3.70; N, 13.13. Found C, 50.79; H, 3.73; N, 12.93.

Workup

  1. customA white solid was obtained

Sources & evidence

ORD record
ord-29ed64ce571846b4b53437083296b44b
Source dataset
uspto-grants-2013_11
Patent number
US08580803B2

Reaction notes

Loading…