Trifluoroacetic acid methylene chloride → (r)-2-Amino-n-((1r,2s)-1-(1-(4-fluorophenyl)-1h-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-yl)propanamide trifluoroacetic acid salt

HRID 1098985

Reaction equation

HRID 1098985 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([O:40][CH3:41])[CH:35]=4)[C@@H:19]([NH:21][C:22](=[O:33])[C@H:23]([NH:25]C(=O)OC(C)(C)C)[CH3:24])[CH3:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.C(Cl)Cl.[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]>>[F:48][C:47]([F:50])([F:49])[C:45]([OH:51])=[O:46].[NH2:25][C@H:23]([CH3:24])[C:22]([NH:21][C@@H:19]([CH3:20])[C@H:18]([O:17][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:8]([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[N:9]=[CH:10]2)[C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([O:40][CH3:41])[CH:35]=1)=[O:33]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 59339646Tert-butyl (R)-1-((1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-ylamino)-1-oxopropan-2-ylcarbamate

Product 1

HCID 66812912(r)-2-Amino-n-((1r,2s)-1-(1-(4-fluorophenyl)-1h-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-yl)propanamide trifluoroacetic acid salt

Procedure

Tert-butyl (R)-1-((1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-ylamino)-1-oxopropan-2-ylcarbamate (303a, 25 mg, 0.04 mmol) in DCM/TFA 1:1 (1 ml) was shaken for 1 h and then evaporated. Yield 25 mg (100%).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-ad6d45d06049423699a202ab2b9fead6
Source dataset
uspto-grants-2012_03
Patent number
US08143290B2

Linked notes

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