3,4-Dichlorophenyl isocyanate → HCID 67080677, compound

HRID 655582Notes

Reaction equation

Cl.Cl.[OH:3][C@@H:4]1[CH2:11][N:10]([CH2:12][CH2:13][C@H:14]([N:18]2[C:24](=[O:25])[CH2:23][CH2:22][NH:21][C@H:20]([CH3:26])[CH2:19]2)[CH2:15][O:16][CH3:17])[CH2:9][CH2:8][C:5]21[CH2:7][CH2:6]2.[Cl:27][C:28]1[CH:29]=[C:30]([N:35]=[C:36]=[O:37])[CH:31]=[CH:32][C:33]=1[Cl:34]>>[Cl:27][C:28]1[CH:29]=[C:30]([NH:35][C:36]([N:21]2[CH2:22][CH2:23][C:24](=[O:25])[N:18]([C@H:14]([CH2:15][O:16][CH3:17])[CH2:13][CH2:12][N:10]3[CH2:9][CH2:8][C:5]4([CH2:7][CH2:6]4)[C@H:4]([OH:3])[CH2:11]3)[CH2:19][C@H:20]2[CH3:26])=[O:37])[CH:31]=[CH:32][C:33]=1[Cl:34]

Participants

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanate

HCID 67080781HCID 67080781, compound

Product 1

HCID 67080677HCID 67080677, compoundYield 74%

Procedure

In analogy to the procedure described for intermediate 58F, (R)-4-[(S)-3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-1-methoxymethyl-propyl]-2-methyl-[1,4]diazepan-5-one dihydrochloride (example 65H) and 3,4-dichlorophenyl isocyanate gave the title compound in 74% yield as white solid. MS: 527.2 (MH+, 2Cl).

Sources & evidence

ORD record: ord-9b442c2d374948b7bc8bafe740226489
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071586B2

Reaction notes

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