Methanesulfonyl chloride → HCID 11599141, compound

HRID 2353137Notes

Reaction equation

HRID 2353137 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])[CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1.C[N:31]([CH:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)S(C)(=O)=O.[C:42](OC(N1CCC(NC)CC1)=O)(C)(C)[CH3:43].CS(Cl)(=O)=O>>[NH:31]1[C:36]2[C:37](=[C:42]([C:2]3[N:3]=[C:4]([N:24]4[CH2:29][CH2:28][O:27][CH2:26][CH2:25]4)[C:5]4[S:10][C:9]([CH2:11][N:12]5[CH2:17][CH2:16][CH:15]([N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])[CH2:14][CH2:13]5)=[CH:8][C:6]=4[N:7]=3)[CH:43]=[CH:40][CH:41]=2)[CH:38]=[N:39]1

Participants

5

Reactant 4

HCID 31297Methanesulfonyl chlorideHCID 15380702tert-Butyl 4-(methylamino)piperidine-1-carboxylateHCID 20569916HCID 20569916, compound2×HCID 57494019HCID 57494019, compound

Product 1

HCID 11599141HCID 11599141, compound

Procedure

Via N-[1-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4-yl]-N-methyl-methanesulfonamide, prepared from N-methyl-N-piperidin-4-yl-methanesulfonamide. The amine, N-methyl-N-piperidin-4-yl-methanesulfonamide, was prepared by treatment of 4-methylamino-piperidine-1-carboxylic acid tert-butyl ester with methanesulfonyl chloride, analogous to 128.

Sources & evidence

ORD record
ord-c4bbebf79da242b4998845fa9f501a03
Source dataset
uspto-grants-2010_07
Patent number
US07750002B2

Reaction notes

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