2-((Tert-butyldimethylsilyl)oxy)acetaldehyde → HCID 68808733, compound

HRID 2217860Notes

Reaction equation

HRID 2217860 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([Cl:27])[C:13]=3[NH:17][C:18](=[O:26])[CH2:19][CH2:20][CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[N:8]=2)[CH2:3]1.[CH3:28][C:29]([Si:32]([CH3:38])([CH3:37])[O:33][CH2:34][CH:35]=O)([CH3:31])[CH3:30]>>[Cl:27][C:12]1[C:13]([NH:17][C:18](=[O:26])[CH2:19][CH2:20][CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:4]1[CH2:5][CH2:6][C@H:2]([NH:1][CH2:35][CH2:34][O:33][Si:32]([C:29]([CH3:31])([CH3:30])[CH3:28])([CH3:38])[CH3:37])[CH2:3]1)[CH:16]=[CH:15]2

Participants

3

Reactant 2

HCID 41877882-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 11153408HCID 11153408, compound

Product 1

HCID 68808733HCID 68808733, compound

Procedure

Prepared according to the method of example 50(a), using N-[2-[(3S)-3-amino-1-pyrrolidinyl]-6-chloro-5-quinolinyl]-cyclopentanepropanamide (Example 62) (300 mg) and [[(1,1-dimethylethyl)dimethylsilyl]oxy]-acetaldehyde (133 μl). Purification (SiO2, methanol:dichloromethane 3:97 as eluant) gave the sub-title compound as a solid (200 mg).

Workup

  1. customPrepared
  2. customPurification (SiO2, methanol:dichloromethane 3:97 as eluant)

Sources & evidence

ORD record
ord-63083fd6aa694835abacd93dba0e379b
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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