Trifluoroacetic acid → HCID 86667235, compound

HRID 2367736Notes

Reaction equation

HRID 2367736 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15](=[O:32])[NH:16][C:17]2[S:18][C:19]3[CH2:25][C@@H:24]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)[CH2:23][CH2:22][C:20]=3[N:21]=2)[CH:10]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[C:15]([NH:16][C:17]1[S:18][C:19]2[CH2:25][C@@H:24]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)[CH2:23][CH2:22][C:20]=2[N:21]=1)=[O:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86667236HCID 86667236, compound

Product 1

HCID 86667235HCID 86667235, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve [3-((S)-6-morpholin-4-yl-4,5,6,7-tetrahydro-benzothiazol-2-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester (4.82 g, 10.2 mmol) in DCM (5 mL) and add TFA (trifluoroacetic acid) (20 mL). Stir the mixture at rt for 1 h. LCMS analysis indicates the desired deprotected material. Concentrate to give the desired product 3-aminomethyl-N—((S)-6-morpholin-4-yl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-benzamide as a foam (4.80 g, 9.87 mmol).

Workup

  1. concentrationConcentrate

Sources & evidence

ORD record
ord-7674d651c7c945d99fc24e11dc648338
Source dataset
uspto-grants-2014_04
Patent number
US08697911B2

Reaction notes

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