HCID 68284238, compound → HCID 68284514, compound

HRID 1527204Notes

Reaction equation

C([O:5][C:6](=[O:17])[CH2:7]C1C=C2C(C=CN2)=CC=1)(C)(C)C.[C:18]([O:22][C:23](=[O:40])[CH2:24][C:25]1[CH:33]=[C:32]2[C:28]([C:29](N=C=O)=[CH:30][N:31]2[C:34](=[O:36])[NH2:35])=[CH:27][CH:26]=1)([CH3:21])([CH3:20])[CH3:19].C(N1C2C(=CC(OCCO)=CC=2)C(CC(O)=O)=C1)(=O)N>>[C:18]([O:22][C:23]([CH2:24][C:25]1[CH:33]=[C:32]2[C:28]([C:29]([CH2:7][C:6]([OH:17])=[O:5])=[CH:30][N:31]2[C:34](=[O:36])[NH2:35])=[CH:27][CH:26]=1)=[O:40])([CH3:21])([CH3:20])[CH3:19]

Participants

Reactant 3

HCID 68284238HCID 68284238, compound

HCID 68284413HCID 68284413, compound

HCID 86673810HCID 86673810, compound

Product 1

HCID 68284514HCID 68284514, compound

Procedure

was prepared from (1H-indol-6-yl)-acetic acid tert-butyl ester (described for the preparation of (1-carbamoyl-3-isocyanato-1H-indol-6-yl)-acetic acid tert-butyl ester) according to the protocol described scheme A9 steps A, B, D, E for the preparation of [1-carbamoyl-5-(2-hydroxy-ethoxy)-1H-indol-3-yl]-acetic acid. MS (LC/MS): 350.2/352.2 [M+NH4]+, 687.2/689.2 [2M+Na]+, 277.0/279.0 [MH−tBu]+, 288.0/290.0 [M−CONH2]−, 376.9/378.8 [M+HCOO]−, 662.8/664.7 [2M−H]−; tR (HPLC conditions f): 1.79 min.

Workup

custom1.79 min.

Sources & evidence

ORD record: ord-52913534930c46d5bd4971decafc7eed
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09085555B2

Reaction notes

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