Methanesulfonyl chloride → HCID 86584948, compound

HRID 2250757Notes

Reaction equation

HRID 2250757 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13]([N:15]3[CH2:20][CH2:19][CH:18]([CH2:21][OH:22])[CH2:17][CH2:16]3)=[O:14])[S:11][C:7]=2[C:6]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[CH:5][CH:4]=1.C(N(C(C)C)C(C)C)C.[CH3:38][S:39](Cl)(=[O:41])=[O:40]>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13]([N:15]3[CH2:20][CH2:19][CH:18]([CH2:21][O:22][S:39]([CH3:38])(=[O:41])=[O:40])[CH2:17][CH2:16]3)=[O:14])[S:11][C:7]=2[C:6]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 86584949HCID 86584949, compound

Product 1

HCID 86584948HCID 86584948, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Hydroxymethyl-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide (300 mg, 0.43 mmol) and N-ethyldiisopropylamine (95 μl, 0.56 mmol) were dissolved in CH2Cl2 (10 ml), methanesulfonyl chloride (36 μl, 0.47 mmol) was added and the mixture stirred at ambient temperature for 3 days. Purification as described in the general procedure E afforded the product as a white solid (34%). MS: m/e=466 (M+H+).

Workup

  1. customPurification

Sources & evidence

ORD record
ord-e671fda4a4634644b2127e8edc4320b3
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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