2-Phenylpyrrolidine → HCID 60197505, compound

HRID 587166Notes

Reaction equation

HRID 587166 reaction equation
COCC1CCCCN1C1N=CN=C(NC2C=C(CS(N)(=O)=O)C=CC=2)N=1.Cl[C:29]1[N:34]=[CH:33][N:32]=[C:31]([NH:35][C:36]2[CH:37]=[C:38]([CH2:42][S:43]([NH2:46])(=[O:45])=[O:44])[CH:39]=[CH:40][CH:41]=2)[N:30]=1.[C:47]1([CH:53]2[CH2:57][CH2:56][CH2:55][NH:54]2)[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1>>[C:47]1([CH:53]2[CH2:57][CH2:56][CH2:55][N:54]2[C:29]2[N:34]=[CH:33][N:32]=[C:31]([NH:35][C:36]3[CH:37]=[C:38]([CH2:42][S:43]([NH2:46])(=[O:45])=[O:44])[CH:39]=[CH:40][CH:41]=3)[N:30]=2)[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1

Participants

4

Reactant 3

HCID 2618922-PhenylpyrrolidineHCID 60197106rac-3-[(4-(2-Methoxymethylpiperidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamideHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197505HCID 60197505, compound

Procedure

B33 was prepared following the procedure reported for B4 using A1 and rac-2-phenylpyrrolidine, and it was obtained as a white powder; yield: 90 mg (24%). 1H NMR (300 MHz, d6-DMSO, 300K) δ 1.77-2.05 (m, 3H), 2.26-2.48 (m, 1H), 3.61-3.80 (m, 1H), 3.80-3.98 (m, 1H), 4.07 and 4.22 (2 s, 2H), 5.28 and 5.30 (2 s, 1H), 6.75-6.92 (m, 3H), 6.94-7.07 (m, 1H), 7.09-7.42 (m, 6H), 7.70 and 7.90 (2 s, 1H), 8.06 and 8.27 (2 s, 1H), 9.55 and 9.72 (2bs, 1H). MS (ES) C20H22N6O2S requires: 410. found: 411 (M+H)+.

Workup

  1. customB33 was prepared
  2. customit was obtained as a white powder

Sources & evidence

ORD record
ord-c5e7021adc094acaa354532c727437ec
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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