Diisopropylethylamine → HCID 178448475, compound

HRID 2116911Notes

Reaction equation

HRID 2116911 reaction equation
[F:1][C:2]([F:34])([F:33])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:13][C:12]([N:14]3[CH2:19][CH2:18][N:17]([C:20]4[C:25]([C:26]([F:29])([F:28])[F:27])=[CH:24][CH:23]=[CH:22][N:21]=4)[CH2:16][CH2:15]3)=[N:11][C:10]=2[C:30]([OH:32])=O)=[CH:5][CH:4]=1.[CH2:35]([N:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]1[CH2:45][NH2:46])[CH:36]([CH3:38])[CH3:37].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>[CH2:35]([N:39]1[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]1[CH2:45][NH:46][C:30]([C:10]1[N:11]=[C:12]([N:14]2[CH2:15][CH2:16][N:17]([C:20]3[C:25]([C:26]([F:27])([F:29])[F:28])=[CH:24][CH:23]=[CH:22][N:21]=3)[CH2:18][CH2:19]2)[NH:13][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:33])[F:34])=[CH:4][CH:5]=1)=[O:32])[CH:36]([CH3:38])[CH3:37]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 43187047HCID 43187047, compoundHCID 178524903HCID 178524903, compound

Product 1

HCID 178448475HCID 178448475, 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)-1H-imidazole-4-carboxylic acid from step (d) above (50. mg, 0.103 mmol), (1-isobutylpiperidin-2-yl)methanamine (26 mg, 0.15 mmol, Example 29(c)), benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (68 mg, 0.154 mmol, Aldrich), and DIEA (0.053 mL, 0.975 mmol, Aldrich) in DCM (0.6 mL) reacted under the condition of Example 16(f) to give the title compound as a white solid. MS (ESI, positive ion) m/z: 638 (M+1).

Workup

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

Sources & evidence

ORD record
ord-367ad6ec1e594f1aaf7d8b0fcb00b9c6
Source dataset
uspto-grants-2008_10
Patent number
US07439360B2

Reaction notes

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