Trifluoroacetic acid → HCID 10217528, compound

HRID 2086554Notes

Reaction equation

HRID 2086554 reaction equation
C(OC(=O)NCC1CCNCC1)(C)(C)C.C(OC(=O)[NH:22][CH2:23][CH:24]1[CH2:29][CH2:28][N:27]([C:30](=[O:49])[NH:31][C:32]2[S:33][C:34]3[C:40]([N:41]4[CH2:46][CH2:45][O:44][CH2:43][CH2:42]4)=[CH:39][CH:38]=[C:37]([O:47][CH3:48])[C:35]=3[N:36]=2)[CH2:26][CH2:25]1)(C)(C)C.FC(F)(F)C(O)=O.[CH3:58][S:59](Cl)(=[O:61])=[O:60].N1C=CC=CC=1>>[CH3:48][O:47][C:37]1[C:35]2[N:36]=[C:32]([NH:31][C:30]([N:27]3[CH2:26][CH2:25][CH:24]([CH2:23][NH:22][S:59]([CH3:58])(=[O:61])=[O:60])[CH2:29][CH2:28]3)=[O:49])[S:33][C:34]=2[C:40]([N:41]2[CH2:42][CH2:43][O:44][CH2:45][CH2:46]2)=[CH:39][CH:38]=1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 85722021HCID 85722021, compoundHCID 86588927HCID 86588927, compound

Product 1

HCID 10217528HCID 10217528, compound

Procedure

Using piperidin-4-ylmethyl-carbamic acid tert-butyl ester, [1-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-ylcarbamoyl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester was prepared as white solid. Subsequent deprotection with trifluoroacetic acid and reaction with methanesulfonyl chloride/pyridine under standard conditions afforded the title compound as white crystals in 44% overall yield.

Workup

  1. customwas prepared as white solid

Sources & evidence

ORD record
ord-f8b343e7d37e4b86919c9124925f3f3f
Source dataset
uspto-grants-2004_04
Patent number
US06727247B2

Reaction notes

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