Trityl chloride → HCID 19372993, compound

HRID 129022Notes

Reaction equation

HRID 129022 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH3:31])[C:5]2[CH2:11][CH2:10][C:9](=[O:12])[N:8]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]4[NH:30][N:29]=[N:28][N:27]=4)=[CH:16][CH:15]=3)[C:6]=2[N:7]=1.C(N(CC)CC)C.[C:39]1([C:45](Cl)([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.CCCCCC>C(Cl)(Cl)Cl>[CH3:1][C:2]1[N:3]=[C:4]([CH3:31])[C:5]2[CH2:11][CH2:10][C:9](=[O:12])[N:8]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]4[N:27]([C:45]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=5)([C:52]5[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=5)[C:46]5[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=5)[N:28]=[N:29][N:30]=4)=[CH:16][CH:15]=3)[C:6]=2[N:7]=1

Participants

6

Reactant 4

HCID 6456Trityl chlorideHCID 8058HexaneHCID 8471TriethylamineHCID 178432668HCID 178432668, compound

Product 1

HCID 19372993HCID 19372993, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 2,4-dimethyl-8-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-5,8-dihydro-6H-pyrido[2,3-d]pyrimidin-7-one (2.00 g, 4.86 mmol) (prepared according to J. W. Ellingboe, et al. U.S. Pat. No. 5,149,699) in CHCl3 (50 mL) was added triethylamine (0.49 g, 4.86 mmol) and triphenylmethyl chloride (1.36 g, 4.86 mmol). After 2.5 days, the mixture was washed with 0.1N NaOH, brine, dried MgSO4), and concentrated to give a white foam. Trituration with hexane gave 2.64 g (85%) of product as a white solid, mp 160°-161° C.

Workup

  1. washthe mixture was washed with 0.1N NaOH, brine, dried MgSO4), and
  2. concentrationconcentrated
  3. customto give a white foam

Sources & evidence

ORD record
ord-0b6c2a45d16442da8bbcd44faa5c6eb1
Source dataset
uspto-grants-1995_11
Patent number
US05466692

Reaction notes

Loading…