Diisopropylethylamine → HCID 58319355, compound

HRID 1190937Notes

Reaction equation

HRID 1190937 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])=[CH:11][C:10]([C:21](O)=[O:22])=[C:9]2[CH2:24][CH2:25][CH2:26][OH:27])=[CH:4][CH:3]=1.[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2([C:41]([NH2:43])=[O:42])[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)=[CH:31][CH:30]=1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2([C:41]([NH2:43])=[O:42])[CH2:36][CH2:37][N:38]([C:21]([C:10]3[CH:11]=[C:12]([C:13]4[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=4[Cl:20])[N:8]([C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=4)[C:9]=3[CH2:24][CH2:25][CH2:26][OH:27])=[O:22])[CH2:39][CH2:40]2)=[CH:31][CH:30]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 53780239HCID 53780239, compoundHCID 67238045HCID 67238045, compound

Product 1

HCID 58319355HCID 58319355, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Into a round-bottomed flask under nitrogen are introduced 300 mg of the acid obtained in step 3a) in 30 ml of DMF, 246 mg of 4-(4-chlorophenyl)piperidine-4-carboxamide (prepared according to the procedure described in patent application US 2005/0070549, in particular in Example 460, paragraphs 1394 to 1397), 0.62 ml of DIPEA and 250 mg of TBTU.

Sources & evidence

ORD record
ord-49922945fa5949f598d8fbe35306343c
Source dataset
uspto-grants-2014_03
Patent number
US08680102B2

Reaction notes

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