Diisopropylethylamine → HCID 86616216, compound

HRID 1817843Notes

Reaction equation

HRID 1817843 reaction equation
F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[C:28]([N:35]1[CH2:43][CH2:42][CH:38]([C:39]([OH:41])=O)[CH2:37][CH2:36]1)([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29].CCN(C(C)C)C(C)C.[CH3:53][O:54][C:55]1[CH:60]=[CH:59][C:58]([CH:61]2[CH2:66][CH2:65][CH2:64][CH2:63][CH2:62]2)=[CH:57][C:56]=1[C:67]1[N:68]=[C:69]([NH2:72])[S:70][CH:71]=1>C(#N)C>[CH:61]1([C:58]2[CH:59]=[CH:60][C:55]([O:54][CH3:53])=[C:56]([C:67]3[N:68]=[C:69]([NH:72][C:39]([CH:38]4[CH2:37][CH2:36][N:35]([C:28]([O:30][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:29])[CH2:43][CH2:42]4)=[O:41])[S:70][CH:71]=3)[CH:57]=2)[CH2:62][CH2:63][CH2:64][CH2:65][CH2:66]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 24886661HCID 24886661, compound

Product 1

HCID 86616216HCID 86616216, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.68 g of BOP, 0.75 g of Boc-isonipecotic acid and then 1.41 mL of DIPEA are added, at a temperature of 0° C., to a solution of 1 g of 4-(2-methoxy-5-cyclohexylphenyl)-1,3-thiazol-2-amine, obtained in preparation I.3, in 6 mL of acetonitrile. The medium is stirred at room temperature for 24 hours and then filtered. The solid thus obtained is rinsed with acetonitrile and then dried. 1.13 g of a white solid are thus obtained.

Workup

  1. filtrationfiltered
  2. customThe solid thus obtained
  3. washis rinsed with acetonitrile
  4. customdried

Sources & evidence

ORD record
ord-440bb9ea504f4424899bf9e42990d582
Source dataset
uspto-grants-2009_10
Patent number
US07598392B2

Reaction notes

Loading…