Trifluoroacetic acid → HCID 68284621, compound

HRID 1527552Notes

Reaction equation

HRID 1527552 reaction equation
C([O:5][C:6](=[O:41])[CH2:7][O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([C:18](=[O:20])[NH2:19])[CH:13]=[C:12]2[NH:21][C:22]([N:24]1[C@H:29]([C:30](=[O:40])[NH:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[F:39])[CH2:28][C@@H:27]2[C@H:25]1[CH2:26]2)=[O:23])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:18]([N:14]1[C:15]2[C:11](=[CH:10][C:9]([O:8][CH2:7][C:6]([OH:41])=[O:5])=[CH:17][CH:16]=2)[C:12]([NH:21][C:22]([N:24]2[C@H:29]([C:30](=[O:40])[NH:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[F:39])[CH2:28][C@@H:27]3[C@H:25]2[CH2:26]3)=[O:23])=[CH:13]1)(=[O:20])[NH2:19]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68283883HCID 68283883, compound

Product 1

HCID 68284621HCID 68284621, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (1-carbamoyl-3-{[(1R,3S,5R)-3-(2-fluoro-benzylcarbamoyl)-2-aza-bicyclo[3.1.0]hexane-2-carbonyl]-amino}-1H-indol-5-yloxy)-acetic acid tert-butyl ester Example 390 (18 mg, 0.032 mmol) in CH2Cl2 (0.5 mL) was added TFA (97 μL, 1.27 mmol) and the mixture was stirred at RT overnight. Then concentrated, taken up in CH2Cl2 and filtered-off to give the desired material which was further dried under high vacuum. MS (LC-MS): 510.1 [M+H]+, 532.2 [M+Na]+, 508.1 [M−H]−, 465.1 [M−CONH2]−; tR (HPLC conditions f): 1.52 min.

Workup

  1. concentrationThen concentrated

Sources & evidence

ORD record
ord-fa6941e3b724429ba225ccf1e5382280
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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