Dimethylformamide dimethyl acetal → HCID 44155146, compound

HRID 910481Notes

Reaction equation

HRID 910481 reaction equation
[CH2:1]([O:3][C@H:4]([CH3:52])[CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C@@H:14]2[C@@H:19]([O:20][CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[O:30][CH2:29][CH2:28][N:27]([CH2:31][CH2:32][CH2:33][O:34][CH3:35])[C:26]=4[CH:36]=3)[CH2:18][N:17](S(C3C=CC(C)=CC=3)(=O)=O)[C@@H:16]([CH2:47][C:48]([NH:50][NH2:51])=O)[CH2:15]2)=[CH:10][CH:9]=1)[CH3:2].CO[CH:55](OC)[N:56](C)[CH3:57]>C(Cl)Cl>[CH2:1]([O:3][C@H:4]([CH3:52])[CH2:5][O:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C@H:14]2[CH2:15][C@H:16]([CH2:47][C:48]3[N:56]([CH3:57])[CH:55]=[N:51][N:50]=3)[NH:17][CH2:18][C@@H:19]2[O:20][CH2:21][C:22]2[CH:36]=[CH:26][C:25]3[O:30][CH2:29][CH2:28][N:27]([CH2:31][CH2:32][CH2:33][O:34][CH3:35])[C:24]=3[CH:23]=2)=[CH:12][CH:13]=1)[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 67390150HCID 67390150, compound

Product 1

HCID 44155146HCID 44155146, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.0 mmol of [(2R,4R,5R)-4-[4-((R)-2-ethoxy-propoxymethyl)-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl) -piperidin-2-yl]-acetic acid hydrazide in 5 ml of CH2Cl2 is treated at RT with1.1 mmol of N,N-dimethylformamide dimethylacetal and refluxed for 1 h. The mixture is cooled to RT, and concentrated under reduced pressure to afford the title compound, which is identified based on its Rf value.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-620a4e5bea894591a2c2d46aa8b38095
Source dataset
uspto-grants-2011_09
Patent number
US08022069B2

Reaction notes

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