HCID 67388342, compound → HCID 67387439, compound

HRID 905548Notes

Reaction equation

[F:1][C:2]([F:48])([F:47])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([O:22][CH:23]3[CH2:40][CH:39]4[N:25]([C:26](=[O:46])[N:27]([CH3:45])[CH2:28][CH2:29][CH2:30][CH2:31][CH:32]=[CH:33][CH:34]5[C:36]([C:42](O)=[O:43])([NH:37][C:38]4=[O:41])[CH2:35]5)[CH2:24]3)[C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([O:20][CH3:21])=[CH:15][CH:14]=3)=[CH:6][CH:5]=1.ClC1N=C(OC2CC3N(C(=O)N(C)CCCCC=CC4C(C([NH:84][S:85]([CH:88]5[CH2:90][CH2:89]5)(=[O:87])=[O:86])=O)(NC3=O)C4)C2)C2C(C=1)=CC(OC)=CC=2>>[F:48][C:2]([F:47])([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([O:22][CH:23]3[CH2:40][CH:39]4[N:25]([C:26](=[O:46])[N:27]([CH3:45])[CH2:28][CH2:29][CH2:30][CH2:31][CH:32]=[CH:33][CH:34]5[C:36]([C:42]([NH:84][S:85]([CH:88]6[CH2:90][CH2:89]6)(=[O:87])=[O:86])=[O:43])([NH:37][C:38]4=[O:41])[CH2:35]5)[CH2:24]3)[C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([O:20][CH3:21])=[CH:15][CH:14]=3)=[CH:6][CH:5]=1

Participants

Reactant 2

HCID 67388342HCID 67388342, compound

HCID 76674828N-[17-(3-chloro-6-methoxyisoquinolin-1-yloxy)-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl](cyclopropyl) sulfonamide

Product 1

HCID 67387439HCID 67387439, compound

Procedure

The title product 58 was prepared from 17-(3-(4-trifluoromethoxyphenyl)-6-methoxyisoquinolin-1-yloxy)-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.0416]octadec-7-ene-4-carboxylic acid (57) following the same procedures described for the preparation of N-[17-(3-chloro-6-methoxyisoquinolin-1-yloxy)-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl](cyclopropyl)sulfonamide (43, Example 11): m/z=772 (M+H)+; 1H-NMR (CDC3): 10.63-10.57 (br s, 1H), 8.00 (d, J=8.5 Hz, 2H), 7.94 (d, J=9.0 Hz, 1H), 7.49 (s, 1H), 7.26 (d, J=8.5 Hz, 2H), 7.01 (dd, J=9.0 Hz, 2.4, 1H), 6.98 (d, J=2.4 Hz, 1H), 6.79-6.72 (bs, 1H), 5.98-5.92 (m, 1H), 5.67 (dd, J=7.8 Hz, J=18.9 Hz, 1H), 5.09 (t, J=10.4 Hz, 1H), 4.71 (t, J=8.1 Hz, 1H), 4.03 (dd, J=11.0 Hz, 4.0, 1H), 3.85 (s, 3H), 3.64 (d, J=11.0 Hz, 1H), 3.61-3.53 (m, 1H), 3.15-3.03 (m, 1H), 2.93-2.82 (m, 1H), 2.77 (s, 3H), 2.54-2.38 (m, 3H), 2.25-2.08 (m, 1H), 2.04-1.87 (m, 2H), 1.66-0.86 (m, 9H).

Sources & evidence

ORD record: ord-b94fc3e605e242a8aa8664500901f27f
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012939B2

Reaction notes

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