1-Hydroxybenzotriazole → HCID 49842720, compound

HRID 1615784Notes

Reaction equation

C(OC([N:8]1[C:13]2([CH2:19][O:18][CH2:17][CH2:16][O:15][CH2:14]2)[C:12](=[O:20])[N:11]([CH2:21][C:22]([OH:24])=O)[CH:10]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=2)[CH2:9]1)=O)(C)(C)C.[NH2:32][C:33]1[CH:34]=[C:35]2[C:48](=[CH:49][CH:50]=1)[CH2:47][C@:37]1([C:45]3[C:40](=[N:41][CH:42]=[CH:43][CH:44]=3)[NH:39][C:38]1=[O:46])[CH2:36]2.Cl.C(N=C=NCCCN(C)C)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[F:31][C:27]1[CH:26]=[C:25]([CH:10]2[N:11]([CH2:21][C:22]([NH:32][C:33]3[CH:34]=[C:35]4[C:48](=[CH:49][CH:50]=3)[CH2:47][C@:37]3([C:45]5[C:40](=[N:41][CH:42]=[CH:43][CH:44]=5)[NH:39][C:38]3=[O:46])[CH2:36]4)=[O:24])[C:12](=[O:20])[C:13]3([CH2:19][O:18][CH2:17][CH2:16][O:15][CH2:14]3)[NH:8][CH2:9]2)[CH:30]=[CH:29][CH:28]=1

Participants

Conditions

Temperature: 50 °C

Procedure

0.23 g (0.52 mmol) 2-(1-(tert-butoxycarbonyl)-3-(3-fluorophenyl)-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)ethanoic acid, 0.15 mg (0.58 mmol) (R)-5-amino-1,3-dihydrospiro[inden-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one, 0.13 g (0.70 mmol) 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 95 mg (0.7 mmol) HOBT, 0.08 ml (0.58 mmol) TEA and 2 ml DMF were stirred overnight at RT. The mixture was concentrated by rotary evaporation. The residue was combined with 15 ml of a 1.25M methanolic hydrochloric acid and stirred for 2 h at 50° C. The reaction mixture was evaporated down and purified by HPLC.

Workup

concentrationThe mixture was concentrated by rotary evaporation
customThe reaction mixture was evaporated down
custompurified by HPLC

Sources & evidence

ORD record: ord-b5624f7b81714201bbe5f63750f8ab87
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765763B2

Reaction notes

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