Diisopropylethylamine → HCID 178522965, compound

HRID 2116912Notes

Reaction equation

HRID 2116912 reaction equation
[F:1][C:2]([F:42])([F:41])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13](COCC[Si](C)(C)C)[C:12]([N:22]3[CH2:27][CH2:26][N:25]([C:28]4[C:33]([C:34]([F:37])([F:36])[F:35])=[CH:32][CH:31]=[CH:30][N:29]=4)[CH2:24][CH2:23]3)=[N:11][C:10]=2[C:38](O)=[O:39])=[CH:5][CH:4]=1.[NH2:43][CH2:44][CH:45]1[CH2:50][CH2:49][CH2:48][CH2:47][N:46]1C(OC(C)(C)C)=O.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C>C(Cl)Cl>[NH:46]1[CH2:47][CH2:48][CH2:49][CH2:50][CH:45]1[CH2:44][NH:43][C:38]([C:10]1[N:11]=[C:12]([N:22]2[CH2:23][CH2:24][N:25]([C:28]3[C:33]([C:34]([F:37])([F:36])[F:35])=[CH:32][CH:31]=[CH:30][N:29]=3)[CH2:26][CH2:27]2)[NH:13][C:9]=1[C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:42])[F:41])=[CH:8][CH:7]=1)=[O:39]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 2756482tert-Butyl 2-(aminomethyl)piperidine-1-carboxylateHCID 58625820HCID 58625820, compound

Product 1

HCID 178522965HCID 178522965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-(4-(trifluoromethyl)phenyl)-2-(4-(3-(trifluoromethyl)pyridin-2-yl)piperazin-1-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carboxylic acid (300. mg, 0.487 mmol, Example 16(e)), tert-butyl 2-(aminomethyl)piperidine-1-carboxylate (209 mg, 0.974 mmol, Astatech), benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (323 mg, 0.731 mmol, Aldrich), and DIEA (0.25 mL, 0.98 mmol, Aldrich) in DCM (3 mL) reacted under the condition of Example 16(f) to give the title compound as a light purple solid. MS (ESI, positive ion) m/z: 812 (M+1).

Workup

  1. customreacted under the condition of Example 16(f)

Sources & evidence

ORD record
ord-c571a3f4814f49d6bf982d31c6b20103
Source dataset
uspto-grants-2008_10
Patent number
US07439360B2

Reaction notes

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