2-(3-Aminophenyl)ethanesulfonamide → (R)-3-[(4-(2-(Phenoxymethyl)pyrrolidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide

HRID 587161Notes

Reaction equation

HRID 587161 reaction equation
[CH3:1][O:2][CH2:3][CH:4]1CCC[CH2:6][N:5]1[C:10]1[N:15]=[CH:14][N:13]=[C:12]([NH:16][C:17]2[CH:18]=[C:19]([CH2:23][S:24]([NH2:27])(=[O:26])=[O:25])[CH:20]=[CH:21][CH:22]=2)[N:11]=1.ClC1N=CN=C(N[C:36]2[CH:37]=[C:38]([CH2:42]S(N)(=O)=O)C=C[CH:41]=2)N=1.N[C:48]1C=C(CCS(N)(=O)=O)C=C[CH:53]=1>>[O:2]([CH2:3][C@H:4]1[CH2:53][CH2:48][CH2:6][N:5]1[C:10]1[N:15]=[CH:14][N:13]=[C:12]([NH:16][C:17]2[CH:18]=[C:19]([CH2:23][S:24]([NH2:27])(=[O:25])=[O:26])[CH:20]=[CH:21][CH:22]=2)[N:11]=1)[C:1]1[CH:42]=[CH:38][CH:37]=[CH:36][CH:41]=1

Participants

4

Reactant 3

HCID 582368712-(3-Aminophenyl)ethanesulfonamideHCID 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 60197500(R)-3-[(4-(2-(Phenoxymethyl)pyrrolidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide

Procedure

B28 was prepared following the procedure reported for B4 using the intermediates A1 and A3. It was obtained as a white crystalline powder; yield: 140 mg (35%). MS (ES) C21H24N6O3S requires: 440. found: 441 (M+H)+.

Workup

  1. customB28 was prepared
  2. customIt was obtained as a white crystalline powder

Sources & evidence

ORD record
ord-3ed22f00b73a4e39831cde877448d539
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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