2-Aminothiazole → HCID 23537801, compound

HRID 1792614Notes

Reaction equation

HRID 1792614 reaction equation
[C:1]([N:20]1[CH:24]=[C:23]([C:25]2[CH:26]=[C:27]3[C:32](=[CH:33][CH:34]=2)[N:31]=[CH:30][N:29]=[C:28]3[N:35]2[CH2:40][CH2:39][N:38]([C:41]3[CH:42]=[C:43]([CH:47]=[CH:48][CH:49]=3)[C:44](O)=[O:45])[CH2:37][CH2:36]2)[CH:22]=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:50]1[CH:54]=[CH:53][N:52]=[C:51]1[NH2:55].C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>ClCCl>[S:50]1[CH:54]=[CH:53][N:52]=[C:51]1[NH:55][C:44](=[O:45])[C:43]1[CH:47]=[CH:48][CH:49]=[C:41]([N:38]2[CH2:37][CH2:36][N:35]([C:28]3[C:27]4[C:32](=[CH:33][CH:34]=[C:25]([C:23]5[CH:22]=[N:21][N:20]([C:1]([C:14]6[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=6)([C:8]6[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=6)[C:2]6[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=6)[CH:24]=5)[CH:26]=4)[N:31]=[CH:30][N:29]=3)[CH2:40][CH2:39]2)[CH:42]=1

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 22031938HCID 22031938, compound

Product 1

HCID 23537801HCID 23537801, compoundYield 115.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

118 mg 3-{4-[6-(1-trityl-1H-4-pyrazolyl)-4-quinazolinyl]piperazin-1-yl}benzoic acid (compound in Example 828), 18 mg 1,3-thiazol-2-amine, 20 mg triethylamine and 89 mg benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate were dissolved in dichloromethane and stirred for 12 hours. The reaction solution was concentrated and purified by silica gel column chromatography, to give 150 mg of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated
  2. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-715d4c3d22164f50aec72151bee1ead4
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

Loading…