1-Hydroxybenzotriazole → HCID 21851376, compound

HRID 617654Notes

Reaction equation

HRID 617654 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:17](=[O:18])[N:16]([CH2:19][C:20]([OH:22])=O)[C:15]([CH3:23])=[N:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:24][CH:25]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH:26]([OH:31])[C:27]([F:30])([F:29])[F:28].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:17](=[O:18])[N:16]([CH2:19][C:20]([NH:24][CH:25]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:26](=[O:31])[C:27]([F:29])([F:30])[F:28])=[O:22])[C:15]([CH3:23])=[N:14][CH:13]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10852940HCID 10852940, compoundHCID 145032493-Amino-1,1,1-trifluoro-4-phenylbutan-2-ol

Product 1

HCID 21851376HCID 21851376, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(5-Benzyloxycarbomylamino-2-methyl-6-oxo-1,6-dihydro-1-pyrimidyl)-N-(1-benzyl-3,3,3-trifluoro-2-hydroxypropyl)acetamide was synthesized in the same manner as in Example 1. That is, (5-benzyloxycarbonylamino-2-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl)-acetic acid (title compound in Reference Example 11, 3.00 g, 9.45 mmol) was treated with 3-amino-1,1,1-trifluoro-4-phenyl-2-butanol (title compound in Reference Example 1, 2.17 g, 9.90 mmol), WSCI hydrochloride (2.17 g, 11.3 mmol) and HOBT (2.56 g, 18.9 mmol) in DMF (30 mL) to give 4.44 g (91%) of the target compound as a colorless solid.

Workup

  1. custom2-(5-Benzyloxycarbomylamino-2-methyl-6-oxo-1,6-dihydro-1-pyrimidyl)-N-(1-benzyl-3,3,3-trifluoro-2-hydroxypropyl)acetamide was synthesized in the same manner as in Example 1

Sources & evidence

ORD record
ord-3251f890caa44a5e886666ce84e7a116
Source dataset
uspto-grants-1999_09
Patent number
US05948785

Reaction notes

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