1,2,3,4-Tetrahydroquinoline → HCID 60197701, compound

HRID 587174Notes

Reaction equation

HRID 587174 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:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][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:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 694601,2,3,4-TetrahydroquinolineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197701HCID 60197701, compound

Procedure

B42 was prepared following the general procedure reported for B10 using A1 and 1,2,3,4-tetrahydroquinoline; yield: 11.9 mg (3%), colorless amorphous solid. 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.91 (quint, J=6.3 Hz, 2H), 2.73 (t, J=6.6 Hz, 2H), 3.98 (t, J=6.2 Hz, 2H), 4.16 (s, 2H), 6.82 (s, 2H), 6.99 (d, J=7.6 Hz, 1H), 7.05 (t, J=7.2 Hz, 1H), 7.13-7.19 (m, 2H), 7.23 (t, J=7.8 Hz, 1H), 7.62-7.69 (m, 2H), 7.72 (d, J=7.8 Hz, 1H), 8.32 (s, 1H), 9.81 (s, 1H). MS (ES) C19H20N6O2S requires: 396. found: 397 (M+H)+.

Workup

  1. customB42 was prepared

Sources & evidence

ORD record
ord-8836583ff54d4f4ab3938b2187e791ab
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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