Indoline → HCID 60197812, compound

HRID 587184Notes

Reaction equation

HRID 587184 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[N:3]=1.[NH:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21]1>>[N:20]1([C:2]2[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]3[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=3)[N:3]=2)[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 10328IndolineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197812HCID 60197812, compound

Procedure

B52 was prepared following the general procedure reported for B10 using A1 and indoline; yield: 76.2 mg (20%), pale yellow solid. 1H NMR (400 MHz, d6-DMSO, 300K) δ 3.11-3.18 (m, 2H), 4.14-4.26 (m, 2H), 4.23 (s, 2H), 6.84 (s, 2H), 6.97 (t, J=7.1 Hz, 1H), 7.01-7.09 (bm, 1H), 7.13-7.21 (bm, 1H), 7.25 (d, J=7.0 Hz, 1H), 7.33 (t, J=7.7 Hz, 1H), 7.64-7.90 (bm, 2H), 8.29-8.41 (bm, 1H), 8.43 (s, 1H), 9.90 (s, 1H). MS (ES) C18H18N6O2S requires: 382. found: 383 (M+H)+.

Workup

  1. customB52 was prepared

Sources & evidence

ORD record
ord-0c9996d070f447b3baed394a34e7da75
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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