HCID 89971357, compound → HCID 86578355, compound
Reaction equation
[CH2:1]([O:4][C:5]1([CH3:51])[CH2:10][CH2:9][N:8]([C:11]2[N:16]3[N:17]=[C:18]([C:20]4[CH:21]=[C:22]([C:26]5[CH:31]=[C:30]([F:32])[C:29]([CH3:33])=[CH:28][C:27]=5[O:34][C@H:35]([CH2:37][CH:38]=C)[CH3:36])[CH:23]=[CH:24][CH:25]=4)[CH:19]=[C:15]3[N:14]=[C:13]([CH3:40])[C:12]=2[C@H:41]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])[C:42]([O:44]C)=[O:43])[CH2:7][CH2:6]1)[CH:2]=C.C(OC1(C)CCN(C2N3N=C(C4C=C(C5C(O[C@H](CC=C)C)=CC=C(F)C=5C)C=CC=4)C=C3N=C(C)C=2[C@H](OC(C)(C)C)C(OC)=O)CC1)C=C>>[C:47]([O:46][C@@H:41]([C:12]1[C:13]([CH3:40])=[N:14][C:15]2=[CH:19][C:18]3=[N:17][N:16]2[C:11]=1[N:8]1[CH2:7][CH2:6][C:5]([CH3:51])([O:4][CH2:1][CH2:2][CH2:38][CH2:37][C@H:35]([CH3:36])[O:34][C:27]2[CH:28]=[C:29]([CH3:33])[C:30]([F:32])=[CH:31][C:26]=2[C:22]2[CH:21]=[C:20]3[CH:25]=[CH:24][CH:23]=2)[CH2:10][CH2:9]1)[C:42]([OH:44])=[O:43])([CH3:49])([CH3:50])[CH3:48]Participants
Procedure
Prepared from a 2:1 mixture of (S)-methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(5′-fluoro-4′-methyl-2′-((S)-pent-4-en-2-yloxy)-[1,1′-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate and (S)-methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3′-fluoro-2′-methyl-6′-((S)-pent-4-en-2-yloxy)-[1,1′-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate using the same procedures as intermediates 170 and example 81 in 9% yield. 1H NMR (400 MHz, Methanol-d4) δ 8.53 (s, 1H), 7.73 (d, J=7.8 Hz, 1H), 7.37 (t, J=7.7 Hz, 1H), 7.19 (d, J=7.6 Hz, 1H), 6.92-6.82 (m, 2H), 6.78 (s, 1H), 5.54 (s, 1H), 4.62-4.43 (m, 2H), 3.83 (d, J=10.5 Hz, 1H), 3.67-3.58 (m, 1H), 3.38 (d, J=6.8 Hz, 1H), 2.87 (d, J=12.2 Hz, 1H), 2.58 (s, 3H), 2.24 (s, 3H), 1.93-1.84 (m, 3H), 1.78-1.59 (m, 5H), 1.57-1.42 (m, 3H), 1.14 (s, 12H), 1.02 (d, J=5.9 Hz, 3H). LCMS (M+1)=659.6.
Sources & evidence
- ORD record
- ord-578baca9246c48fa91033e1dc77540d8
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08906929B2
Reaction notes
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