3-Hydroxyazetidine hydrochloride → [3-(2-Fluoro-4-iodo-phenylamino)-1H-pyrrolo[3,2-c]pyridin-2-yl]-(3-hydroxy-azetidin-1-yl)-methanone
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:14]2[CH:15]=[N:16][CH:17]=[CH:18][C:13]=2[NH:12][C:11]=1[C:19]([N:21]1C[CH2:24][C@@H:23]([OH:26])[CH2:22]1)=[O:20].Cl.N1CC(O)C1>>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:14]2[CH:15]=[N:16][CH:17]=[CH:18][C:13]=2[NH:12][C:11]=1[C:19]([N:21]1[CH2:24][CH:23]([OH:26])[CH2:22]1)=[O:20]Participants
3
Procedure
The title compound was prepared in an analogous fashion to [3-(2-fluoro-4-iodo-phenylamino)-1H-pyrrolo[3,2-c]pyridin-2-yl]-((R)-3-hydroxy-pyrrolidin-1-yl)-methanone, replacing (R)-pyrrolidin-3-ol hydrochloride with azetidin-3-ol hydrochloride. 1H-NMR (400 MHz, MeOD) 6 ppm 8.84 (s, 1H), 8.34 (d, J=6.55 Hz, 1H), 7.77 (d, J=6.58 Hz, 1H), 7.50 (dd, J=10.88 Hz, 1H), 7.29 (d, J=8.54 Hz, 1H), 6.62 (t, J=8.83 Hz, 1H), 4.60-4.52 (m, 1H), 4.50-4.31 (m, 2H), 4.19-3.82 (m, 2H); LC-MS (method E): [M+H]+=453.1, RT=3.55 min.
Sources & evidence
- ORD record
- ord-6736bdbb02b749c4aade60c1e51db68d
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07855216B2
Reaction notes
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