Trifluoroacetic acid → HCID 86689254, compound

HRID 1409517Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]2[C@:15]3([C:23]4[C:18](=[N:19][CH:20]=[CH:21][CH:22]=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:23]5[C:18](=[N:19][CH:20]=[CH:21][CH:22]=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

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 86689256HCID 86689256, compound

Product 1

HCID 86689254HCID 86689254, compound

Procedure

The titled 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-5,5′-pyrrolo[3,4-b]pyridin]-7′-amine (17c-1) in step 3. MS m/z=447.5 [M+H]+. Calculated for C23H12ClF2N5OC2HF3O2: 561.85 (TFA salt). 1H NMR (400 MHz, MeOH) ppm 6.67 (s, 1H) 6.86 (d, J=2.35 Hz, 1H) 7.33 (d, J=8.80 Hz, 1H) 7.42 (dd, J=7.82, 4.89 Hz, 1H) 7.52 (dd, J=8.80, 2.54 Hz, 1H) 7.64 (dd, J=7.73, 1.27 Hz, 1H) 8.74 (dd, J=4.79, 1.27 Hz, 1H)

Sources & evidence

ORD record: ord-f47a1279268148e0a30b2dfc6e28670c
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921363B2

Reaction notes

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