Trifluoroacetic acid → HCID 86689247, compound

HRID 1409510Notes

Reaction equation

HRID 1409510 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C@:15]3([C:19]4[CH:20]=[N:21][CH:22]=[CH:23][C:18]=4[C:17]([NH2:24])=[N:16]3)[C:14]3[CH:13]=[C:12]([Cl:25])[N:11]=[C:10]([F:26])[C:9]=3[O:8][C:5]2=[CH:6][CH:7]=1.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>>[F:30][C:29]([F:32])([F:31])[C:27]([OH:33])=[O:28].[Cl:25][C:12]1[N:11]=[C:10]([F:26])[C:9]2[O:8][C:5]3[C:4]([C@:15]4([C:19]5[CH:20]=[N:21][CH:22]=[CH:23][C:18]=5[C:17]([NH2:24])=[N:16]4)[C:14]=2[CH:13]=1)=[CH:3][C:2]([C:27]1[C:29]([F:32])=[N:11][CH:10]=[CH:9][CH:14]=1)=[CH:7][CH:6]=3

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86689249HCID 86689249, compound

Product 1

HCID 86689247HCID 86689247, compound

Procedure

The title compound was synthesized by procedures and steps analogous to those described in Example 5 above, but using (R)-7-bromo-3-chloro-1-fluorospiro[chromeno[2,3-c]pyridine-5,3′-pyrrolo[3,4-c]pyridin]-1′-amine (14c-1) in step 3. MS m/z=447.5 [M+H]+. Calculated for C23H12ClF2N5OC2HF3O2: 561.85 (TFA salt) 1H NMR (400 MHz, MeOH) δ ppm 7.15 (s, 1H) 7.22 (t, J=1.66 Hz, 1H) 7.35 (ddd, J=7.24, 5.09, 1.76 Hz, 1H) 7.64 (d, J=8.61 Hz, 1H) 7.79 (d, J=8.80 Hz, 1H) 7.91 (ddd, J=9.93, 7.68, 1.76 Hz, 1H) 8.15 (d, J=4.70 Hz, 1H) 8.22 (dd, J=5.28, 0.98 Hz, 1H) 8.77 (s, 1H) 9.02 (d, J=5.28 Hz, 1H).

Sources & evidence

ORD record
ord-befb3a948b1f4225802da858e35001c4
Source dataset
uspto-grants-2014_12
Patent number
US08921363B2

Reaction notes

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