HCID 67003874, compound → HCID 54674222, compound
Reaction equation
[Cl:1][C:2]1[C:3]([C:33]2[S:37][C:36]([C:38]3([OH:42])[CH2:41][CH2:40][CH2:39]3)=[N:35][CH:34]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH2:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)[CH:15]=3)[N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:5]2=[N:6][CH:7]=1.ClC1C(C2SC(C3(O)CCC3)=NC=2)=C2C=C(C3C=CC(CN4CCCC4)=CC=3)N(S(C3C=CC(C)=CC=3)(=O)=O)C2=NC=1>>[Cl:1][C:2]1[C:3]([C:33]2[S:37][C:36]([C:38]3([OH:42])[CH2:41][CH2:40][CH2:39]3)=[N:35][CH:34]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH2:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)[CH:15]=3)[NH:8][C:5]2=[N:6][CH:7]=1Participants
3
Procedure
The title compound was prepared as described in Example 8D, substituting 1-(5-(5-chloro-2-(1-(pyridin-2-ylmethyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazol-2-yl)cyclobutanol (Example 84B) 1-(5-(5-chloro-2-(4-(pyrrolidin-1-ylmethyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazol-2-yl)cyclobutanol (Example 8C). 1H NMR (300 MHz, DMSO-d6) δ 12.36 (bs, 1H), 8.55 (dd, J=5.0, 1.6 Hz, 1H), 8.45 (s, 1H), 8.23 (s, 1H), 8.19 (s, 1H), 8.13 (s, 1H), 7.83-7.77 (m, 1H), 7.34 (ddd, J=7.5, 4.8, 0.9 Hz, 1H), 7.18 (d, J=7.8 Hz, 1H), 6.80 (s, 1H), 6.65 (s, 1H), 5.48 (s, 2H), 2.67-2.55 (m, 2H), 2.44-2.32 (m, 2H), 2.06-1.86 (m, 2H); MS ESI(+) m/z 463.0 [M+H]+.
Sources & evidence
- ORD record
- ord-bf3acb455388470ea42f1dfe657fbc25
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691810B2
Reaction notes
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