1-Hydroxybenzotriazole → HCID 21851444, compound

HRID 617653Notes

Reaction equation

HRID 617653 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:21])[CH:15]=[N:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:23][CH:24]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH:25]([OH:30])[C:26]([F:29])([F:28])[F:27].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:23][CH:24]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:25]([OH:30])[C:26]([F:27])([F:28])[F:29])=[O:22])[CH:15]=[N:14][CH:13]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:17](=[O:18])[N:16]([CH2:19][C:20]([NH:23][CH:24]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:25](=[O:30])[C:26]([F:27])([F:28])[F:29])=[O:21])[CH:15]=[N:14][CH:13]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 145032493-Amino-1,1,1-trifluoro-4-phenylbutan-2-olHCID 21851396HCID 21851396, compound

Product 2

HCID 21851444HCID 21851444, compoundHCID 21851460HCID 21851460, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(5-Benzyloxycarbonylamino-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-6-oxo-1,6-dihydro-1-pyrimidinyl)acetic acid (title compound in Reference Example 10, 1.20 g, 3.96 mmol) was treated with 3-amino-1,1,1-trifluoro-4-phenyl-2-butanol (title compound in Reference Example 1, 911 mg, 4.16 mmol), WSCI hydrochloride (912 mg, 4.76 mmol) and HOBT (1.07 g, 7.92 mmol) in DMF (15 mL) to give 1.85 g (93%) of the target compound as colorless crystals.

Sources & evidence

ORD record
ord-9f3ef4db5925465c88da896da21fbb5a
Source dataset
uspto-grants-1999_09
Patent number
US05948785

Reaction notes

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