HCID 62520516, compound → HCID 90313936, compound

HRID 1523959Notes

Reaction equation

HRID 1523959 reaction equation
[F:1][C:2]1[CH:7]=[C:6](B2OC(C)(C)C(C)(C)O2)[CH:5]=[CH:4][C:3]=1[C:17]1[CH:18]=[C:19]2[C:23](=[C:24]([NH2:26])[CH:25]=1)[NH:22][CH:21]=[CH:20]2.Br[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[S:34]([NH:37][C:38]1([CH2:43][OH:44])[CH2:42][CH2:41][CH2:40][CH2:39]1)(=[O:36])=[O:35]>>[NH2:26][C:24]1[CH:25]=[C:17]([C:3]2[CH:4]=[CH:5][C:6]([C:28]3[C:29]([S:34]([NH:37][C:38]4([CH2:43][OH:44])[CH2:42][CH2:41][CH2:40][CH2:39]4)(=[O:36])=[O:35])=[CH:30][CH:31]=[CH:32][CH:33]=3)=[CH:7][C:2]=2[F:1])[CH:18]=[C:19]2[C:23]=1[NH:22][CH:21]=[CH:20]2

Participants

3

Reactant 2

HCID 62520516HCID 62520516, compoundHCID 90312889HCID 90312889, compound

Product 1

HCID 90313936HCID 90313936, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 571 using 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-indol-7-amine and 2-bromo-N-(1-(hydroxymethyl)-cyclopentyl)benzene-sulfonamide in Step B. MS (ESI): mass calcd. for C26H26FN3O3S, 479.17; m/z found, 480.3 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.18 (dd, J=8.1, 1.4, 1H), 8.13 (s, 1H), 7.65-7.50 (m, 3H), 7.42 (s, 1H), 7.41-7.31 (m, 3H), 6.87 (m, 1H), 6.61 (dd, J=3.1, 2.0, 1H), 4.05 (s, 1H), 3.48 (s, 2H), 1.50-1.34 (m, 4H), 1.37-1.22 (m, 2H), 0.93-0.73 (m, 2H).

Sources & evidence

ORD record
ord-5fb177122f7b4910a18a38568dc24106
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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